1999–2000_S.L._Benfica_season
1999–2000 S.L. Benfica season
Benfica 1999–2000 football season
The 1999–2000 season was Sport Lisboa e Benfica's 96th season in existence and the club's 66th consecutive season in the top flight of Portuguese football. It ran from 1 July 1999 to 30 June 2000. Benfica competed domestically in the Primeira Liga and the Taça de Portugal. The club also participated in the UEFA Cup, by virtue of finishing third in that tournament the previous season.
| 1999–2000 season | |||
|---|---|---|---|
| President | João Vale e Azevedo | ||
| Head coach | Jupp Heynckes | ||
| Stadium | Estádio da Luz | ||
| Primeira Liga | 3rd | ||
| Taça de Portugal | Sixth round | ||
| UEFA Cup | Third round | ||
| Top goalscorer | League: Nuno Gomes (18) All: Nuno Gomes (20) | ||
| Highest home attendance | 75,000 v Sporting CP (9 January 2000) | ||
| Lowest home attendance | 3,000 v Amora (12 January 2000) | ||
| Biggest win | Benfica 7–0 Amora (12 January 2000) | ||
| Biggest defeat | Celta de Vigo 7–0 Benfica (25 November 1999) | ||
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After sacking Scottish coach Graeme Souness, Benfica appointed UEFA Champions League-winning manager Jupp Heynckes. Limited by ongoing financial difficulties, the club signings consisted of players either on the books, free transfers or loans, such as with the Spaniards Chano and Tote, the former on a free deal, and the latter on loan. Tote arrived to replace Rushfeldt, who signed and practised with the team, before being recalled back by Rosenborg with disagreements over his transfer. Benfica started their campaign with a six-game winning streak in their first seven league games, topping the league until December; when a record-setting loss to Celta de Vigo, the greatest in its history, negatively affected the team mentality, causing them to drop to third place in Matchday 19, which would become their final position, finishing eight points behind Sporting, but securing a position in the upcoming season's UEFA Cup.
In total Benfica won 21 league matches, drew 6 and lost 7. Nuno Gomes was the season topscorer with 20 goals, of which 18 occurred in the Primeira Liga.
Pre-season
After a season which saw Graeme Souness sacked,[1] the club looked for more experience and chose Jupp Heynckes on 30 May. During a 20-year career, the German manager had won titles for Bayern Munich and Real Madrid and was the first manager in 32 years to clinch a European title for Madrid the previous year.[2][3]
The pre-season, which began in early July, included nine preparation matches in Portugal and abroad. From 18 to 31 July, the team played six matches against German teams. Their first game in Lisbon was against Bayern Munich on 10 August, and four days later they participated in the Trofeo Memorial Nereo Rocco against AC Milan.[4]
Heynckes immediately requested signings in all three positions: defence, midfield and attack.[5] Although the club scouted Hanuch (signed by Sporting) and Claudio Husaín for the midfield,[6][7] the only players to join the team were Maniche and Marco Freitas (both on the club payroll and returning from one-year loans to Alverca). For attack Benfica considered Barcelona player Giovanni (who said, "It would be an honour for me to work with Heynckes") but ultimately signed Chano, a 34-year-old Spanish player from CD Tenerife.[8][9][10]
The club was involved in a transfer saga over Norwegian striker Rushfeldt. He signed and practised with the team but left after Rosenborg claimed there were financial issues related to his transfer.[11][12] He was replaced by Tote, on loan from Real Madrid, with the club president saying that "Tote was always the first choice" and Rushfeldt "did not have the personality or mental strength to play for Benfica".[13]
Goalkeeper Michel Preud'homme retired at age 39. Arriving in 1994, he made nearly 200 appearances over five seasons and became a fan favourite.[14] Benfica hired two replacements: Argentine Carlos Bossio and German Robert Enke. Heynckes described Bossio as the "more experienced" goalkeeper, with "a great talent", but also defining Enke as a "good, young goalkeeper; a promise".[15] The Argentine had appearances on his national team and was the first choice at Estudiantes, while the German had its breakthrough at Borussia Mönchengladbach only a few months earlier.[16][17] However, in a pre-season game against Bayern Munich Bossio conceded two goals: "I am calm, although we lost the game and my performance led to some 'scolding'."[18] Enke confidently stepped into the position: "If I do not make mistakes, there will be no reason to change goalkeepers."[19]
August and September
Benfica visited Vila do Conde for their opening Primeira Liga game on 22 August.[20] Although Sérgio Nunes scored in the ninth minute, Hugo Henrique of the home team equalised it minutes later for a 1–1 draw.[21] During the last week of August Benfica hosted Salgueiros, scoring one goal and missing a number of opportunities to increase their lead. Record entitled its article "If the Spaniard was a goalscorer it would have been a slaughter", referring to the wastefulness of Tote.[22]
On 12 September Benfica visited Azores and beat Santa Clara 3–0 to move to top of the league table, tied with five other teams.[23] Four days later the club started their European campaign, facing Dinamo Bucuresti at home. They lost 1–0, when a shot by Nastase slipped through Enke's legs.[24] In the title race, Benfica led the table after defeating Vitória Setúbal. Newspaper Record portrayed the game as easy win for the club, writing, "Nothing better to raise morale than to win comfortably, without rush, without pushing, without any problem whatsoever."[25]
Before their European game, the team travelled to Faro to defend their lead. They won their fourth consecutive match, with Nuno Gomes scoring his fourth goal in five games.[20][26] At the end of September, Benfica travelled to Romania to play Dinamo Bucuresti.[27] After a first-half goal by Maniche, Chano scored in the 71st minute to send Benfica into second round.[28]
October and November
The club's momentum continued into October, when they defeated Estrela da Amadora with two second-half goals; Record summarized that the goals, "Finished the game off when it was most needed".[29] On 16 October Benfica visited Barcelos, and increased their lead to four points over second-place FC Porto.[20][30] In Europe, the club defeated P.A.O.K. in Greece, taking an advantage back to Portugal for the second leg.[31]
In their eighth Primeira Liga match Benfica hosted Boavista F.C., settling for a draw after Whelliton scored in the 80th minute.[20] It was the first time since late August that Benfica dropped points.[32] For their last October game, they visited Alverca to face the local team, F.C. Alverca. Benfica lost their first league match; with a display that Record characterized as being under a Halloween spell; that resulted in "their worst performance of the season, and seeing Porto close in on the top of the table."[33]
On 4 November, Benfica hosted P.A.O.K. for the second leg of their European qualifier.[27] They lost 2–1 in normal time, requiring extra time and a penalty shootout to decide the match. The Lisbon side converted all their shots, progressing into the next round.[34] Four days later, the club defeated S.C. Braga by one goal in a league match to open a three-point lead.[35]
After a one-week break for the Taça de Portugal,[36] Benfica visited Estádio das Antas for the Clássico against Porto.[37] They lost 2–0 with goals from Capucho and Jardel, and the title-holders reduced Benfica's league lead to one point. In João Marcelino view, "The game between Porto and Benfica had to forcibly answer some questions — and it did not disappoint expectations. The easy win by Fernando Santos' team clearly showed who still is, almost six years later, the best team in domestic football; and the way that Jupp Heynckes accepted defeat could be used as evidence that he has been pushing his players to their current limit."[38]
The following Thursday, Benfica visited Vigo for the third round of the UEFA Cup. Benfica made club history in the match; at half-time they were already losing 4–0, and three more goals in the second half broke the record for goals conceded, in their worst defeat ever.[39][40] At their next training session hundreds of fans booed the team, and the club president compelled his players to apologize for their performance.[41][42] Team captain João Pinto read a statement: "To Benfica, and to their supporters; aware of the abnormality of the result from the match in Vigo; the players, represented by the captain and vice-captain, publicly acknowledge that they didn't perform to club standards. We promise to redouble our commitment, towards dignifying this club. To them and to the millions of fans, we formally apologize."[43] November's final game, a 2–0 victory over Campomaiorense, retained Benfica's league lead.[44]
December and January
Benfica began December with a draw against Belenenses, with Porto's victory ensuring they surpassed Benfica in the league table. The team performance was at such a level that it allowed Record to claim, "The goalscoring chances could be counted on the fingers of a hand."[45] In the second leg of the UEFA Cup against Celta de Vigo, the Spaniards and Heynckes fielded lineups almost entirely composed of reserves and the match ended in a one-all draw.[46] On Matchday 14, Benfica beat U.D. Leiria by 3–2 with "two freak goals ensuring a win.", as Record put it.[47] The final game of the year was a visit to Guimarães. Benfica scored first but allowed Vitória S.C. to come back, losing a third league match.[37] They had not won outside Estádio da Luz since 16 October (when they led by four points), and began the New Year four points behind the leader in third place.[48][49]
The year started with a Derby de Lisboa at home.[37] After a scoreless tie, Sporting CP benefited from the points-share and Benfica fell to six points behind Porto.[50] On 12 January the club hosted Amora for the Portuguese Cup, scoring seven goals against the third-tier team.[27][51] Three days later, Benfica visited Funchal and nearly lost; Record labelled Enke's performance as crucial for Benfica, illustrating, "In the key moment of the game, when Enke defended a penalty in the 10th minute, he saved Benfica from leaving Funchal with a defeat. In a sluggish performance, only new signings Uribe and Machairidis showed good form."[52]
On Matchday 18, Benfica hosted Rio Ave, winning their first league game in a month.[53] Four days later, Benfica again played Sporting for the Portuguese Cup.[27] Losing 3–1, the team were eliminated in their own stadium for the fourth time in club history; the first three were by Sporting in 1962–63, Braga in 1965–66 and Boavista in 1991–92.[54] Benfica ended January with three points away from home for the first time since October, after defeating Salgueiros 2–1 in the Vidal Pinheiro.[55]
February and March
Now focused on the league, Benfica continued their momentum and defeated Santa Clara at home.[56] Chano was decisive in unlocking the game in the perspective of Record: "He was the vitamin that gave imagination and clarity to Benfica's midfield".[57] They won a fourth consecutive time, beating Vitória de Setúbal in Estádio do Bonfim and gaining ground on Porto and Sporting (both of whom lost points).[58] On 22 February, Benfica hosted Farense knowing that a win would put them one point behind the joint Primeira Liga leaders.[56]
Benfica were surprised by the Faro side's opposition. José Manuel Delgado wrote in his match report for Record: "Heynckes' defence show[ed] inexplicable passivity, and Quinzinho was a loose threat that no one could stop. With an impressive performance, Farense made one, two and nearly three goals".[59] Shortly after the 15-minute mark the Angolan striker was injured and Farense threats stopped, allowing Benfica to turn the match around: "After his substitution Benfica started to settle in the midfield, better supporting the attack ...until Maniche put the threats in practise and scored in the 23rd and 38th minutes, with Nuno Gomes leaving Benfica in the lead before halftime".[59] For their last February match, Benfica visited Estádio José Gomes to face the local team, Estrela da Amadora.[56] Two goals by Gáucho and another by Kenedy gave them their first league loss since 19 December, with Porto and Sporting regaining a four-point lead.[60]
The Lisbon side rebounded with a home win against Gil Vicente F.C.; José Manuel Delgado called the victory "convincing, with moments of good football".[61] The second game in March was at Estádio do Bessa.[56] The match report in Record depicted Benfica's performance as good to begin with ("[Benfica] was better in the first half, scored first and stopped the Boavista press in the beginning of the second half"), until they conceded to Boavista before the final whistle: "[Benfica] receded, receded, until suffering a last-minute goal by Litos with Boavista reduced to ten men."[62] On Matchday 26 Benfica hosted Alverca, defeating them with a late goal by João Tomás and avenging October's loss.[63] The team ended March with a visit to Braga, undefeated by Benfica since 1995–96.[64] Although the team led the game early, another late goal and the subsequent loss allowed both rivals to increase their lead.[65]
April and May
On 1 April Benfica faced Porto in the second Clássico of the season, and a second-half goal by Sabry helped the club defeat their historic rivals.[66] Gomes Ferreira commented: "The game was perfect for a nil-nil draw, when in the 67th minute a moment of genius decided the game: a great, meaningful goal from Saby, launching Benfica into the title race and hampering Porto".[67] Benfica maintained their momentum on a trip to the Portalegre team, Campomaiorense.[66] An early dismissal of José Soares helped them win easily, with Sabry scoring in a fourth consecutive game.[68]
On 16 April Benfica hosted Lisbon rivals Belenenses, losing 3-2 and dampening any championship hopes.[69] A week later the team lost their second straight match (their seventh defeat of the season) to União de Leiria 2–1, despite scoring first.[70] On 30 April Benfica returned to top form, and in Miguel Costa Nunes opinion, defeated a "debilitated and riddled with internal conflicts" Vitória de Guimarães 3–0.[71]
In the penultimate game of the season, Benfica faced Sporting for the third time; in their previous meetings, the club had tied once and lost once.[72] Sporting, the league leader, was three points away from ending an 18-year drought dating to 1981–82. A late goal by Sabry dashed their hopes, preventing them from winning the title from Benfica. In the aftermath of the game, Record reported in their headline: "Till the end: A late goal from Sabry completely froze the thousands of Sporting fans waiting to celebrate the title", while O Jogo header read "Sabry causes short-circuit in Alvalade".[73] Benfica ended the season with a third consecutive win, beating Madeira side Marítimo 2–1. However, in José Ribeiro's piece for Record, he wrote that Benfica "missed out on a thrashing that the fans and Marítimo deserved".[74] The club finished four points from a Champions League berth and eight behind Sporting, who won their long-awaited title.[75][76][77][78]
Win Draw Loss Postponed
Overall record
| Competition | First match | Last match | Record | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| G | W | D | L | GF | GA | GD | Win % | Source | |||
| Primeira Liga | 22 August 1999 | 14 May 2000 | 34 | 21 | 6 | 7 | 58 | 33 | +25 | 061.76 | [75] |
| Taça de Portugal | 13 November 1999 | 26 January 2000 | 3 | 2 | 0 | 1 | 9 | 3 | +6 | 066.67 | [75] |
| UEFA Cup | 16 September 1999 | 9 December 1999 | 6 | 2 | 1 | 3 | 6 | 12 | −6 | 033.33 | [75] |
| Total | 43 | 25 | 7 | 11 | 73 | 48 | +25 | 058.14 | |||
Primeira Liga
League table
| Pos | Team | Pld | W | D | L | GF | GA | GD | Pts | Qualification or relegation |
|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Sporting CP (C) | 34 | 23 | 8 | 3 | 57 | 22 | +35 | 77 | Qualification to Champions League group stage |
| 2 | Porto | 34 | 22 | 7 | 5 | 66 | 26 | +40 | 73 | Qualification to Champions League third qualifying round |
| 3 | Benfica | 34 | 21 | 6 | 7 | 58 | 33 | +25 | 69 | Qualification to UEFA Cup first round |
| 4 | Boavista | 34 | 16 | 7 | 11 | 40 | 31 | +9 | 55 | Qualification to UEFA Cup qualifying round |
| 5 | Gil Vicente | 34 | 14 | 11 | 9 | 48 | 34 | +14 | 53 |
Rules for classification: 1) points; 2) head-to-head points; 3) head-to-head goal difference; 4) goal difference; 5) number of goals scored
(C) Champions
Results by round
| Round | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 | 32 | 33 | 34 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Ground | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H | A | H |
| Result | D | W | W | W | W | W | W | D | L | W | L | W | D | W | L | D | D | W | W | W | W | W | L | W | D | W | L | W | W | L | L | W | W | W |
| Position | 11 | 7 | 4 | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 2 | 2 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 3 |
Matches
| 22 August 1999 1 | Rio Ave | 1–1 | Benfica | Vila do Conde |
| 20:15 | Hugo Henrique  29' |
Report | Sérgio Nunes 9' Ronaldo  54'  54' Calado  54' |
Stadium: Estádio do Rio Ave FC Attendance: 20,000 Referee: Jorge Coroado |
| 29 August 1999 2 | Benfica | 1–0 | Salgueiros | Lisbon |
| 17:00 | Nuno Gomes 53' |
Report | Stadium: Estádio da Luz Attendance: 40,000 Referee: Paulo Costa |
| 12 September 1999 3 | Santa Clara | 0–3 | Benfica | Ponta Delgada |
| 21:15 | Report | Maniche 23' Kandaurov 25' Nuno Gomes 44' |
Stadium: Estádio de São Miguel Attendance: 15,000 Referee: Martins dos Santos |
| 20 September 1999 4 | Benfica | 3–0 | Vitória Setúbal | Lisbon |
| 19:30 | Kandaurov 2' (pen.) Maniche 35' Nuno Gomes 86' |
Report | Mário Loja 2' 40' |
Stadium: Estádio da Luz Attendance: 26,000 Referee: Jacinto Paixão |
| 25 September 1999 5 | Farense | 0–1 | Benfica | Faro |
| 20:30 | Dino | Report | Nuno Gomes 30' Maniche |
Stadium: Estádio de São Luís Attendance: 8,000 Referee: José Pratas |
| 4 October 1999 6 | Benfica | 2–0 | Estrela da Amadora | Lisbon |
| 21:15 | Okunowo 50' Ronaldo 58' (pen.) |
Report | Luís Vasco 57' |
Stadium: Estádio da Luz Attendance: 30,000 Referee: José Leirós |
| 16 October 1999 7 | Gil Vicente | 0–2 | Benfica | Barcelos |
| 19:30 | Report | Maniche 66' Calado 72' |
Stadium: Estádio Adelino Ribeiro Novo Attendance: 12,000 Referee: Paulo Paraty |
| 24 October 1999 8 | Benfica | 1–1 | Boavista | Lisbon |
| 20:45 | João Pinto 32' Tahar 63' 73' |
Report | Whelliton 80' 70' 81' |
Stadium: Estádio da Luz Attendance: 40,000 Referee: Jorge Coroado |
| 31 October 1999 9 | Alverca | 3–1 | Benfica | Alverca |
| 20:00 | Milinković 44' (pen.) Anderson Luiz 71', 74' |
Report | Nuno Gomes 25' |
Stadium: Complexo Desportivo do Alverca FC Attendance: 7,000 Referee: Paulo Costa |
| 8 November 1999 10 | Benfica | 2–1 | Braga | Lisbon |
| 19:30 | Nuno Gomes 12' Kandaurov 80' |
Report | Toni 61' |
Stadium: Estádio da Luz Attendance: 18,000 Referee: Bruno Paixão |
| 20 November 1999 11 | Porto | 2–0 | Benfica | Porto |
| 20:30 | Capucho 4' Jardel 25' |
Report | Stadium: Estádio das Antas Attendance: 48,000 Referee: Lucílio Baptista |
| 29 November 1999 12 | Benfica | 2–0 | Campomaiorense | Lisbon |
| 20:00 | Paulo Madeira 8' Maniche 70' |
Report | Stadium: Estádio da Luz Attendance: 18,000 Referee: Jorge Coroado |
| 4 December 1999 13 | Belenenses | 0–0 | Benfica | Lisbon |
| 20:30 | Report | Stadium: Estádio do Restelo Attendance: 15,000 Referee: Vitor Pereira |
| 13 December 1999 14 | Benfica | 3–2 | União Leiria | Lisbon |
| 20:05 | Nuno Gomes 3' Kandaurov 54' Maniche 72' |
Report | Duah 24', 83' |
Stadium: Estádio da Luz Attendance: 7,500 Referee: Paulo Paraty |
| 19 December 1999 15 | Vitória Guimarães | 2–1 | Benfica | Guimarães |
| 19:00 | Brandão 36' Riva 76' |
Report | Nuno Gomes 3' |
Stadium: Estádio D. Afonso Henriques Attendance: 10,000 Referee: José Pratas |
| 9 January 2000 16 | Benfica | 0–0 | Sporting | Lisbon |
| 20:00 | Report | Stadium: Estádio da Luz Attendance: 75,000 Referee: Lucílio Baptista |
| 15 January 2000 17 | Maritimo | 0–0 | Benfica | Funchal |
| 19:00 | Report | Stadium: Estádio dos Barreiros Attendance: 9,000 Referee: Paulo Costa |
| 22 January 2000 18 | Benfica | 1–0 | Rio Ave | Lisbon |
| 19:00 | Nuno Gomes 65' |
Report | Stadium: Estádio da Luz Attendance: 20,000 Referee: Jorge Coroado |
| 30 January 2000 19 | Salgueiros | 1–2 | Benfica | Porto |
| 21:15 | Basílio Almeida 17' Ricardo Fernandes 63' |
Report | Poborský 64' Nuno Gomes 81' |
Stadium: Estádio Engenheiro Vidal Pinheiro Attendance: 4,000 Referee: António Costa |
| 6 February 2000 20 | Benfica | 1–0 | Santa Clara | Lisbon |
| 17:00 | Nuno Gomes 55' |
Report | Stadium: Estádio da Luz Attendance: 35,000 Referee: Martins dos Santos |
| 14 February 2000 21 | Vitória de Setúbal | 1–2 | Benfica | Setúbal |
| 20:30 | Chiquinho Conde 84' |
Report | Poborský 36' Maniche 87' |
Stadium: Estádio do Bonfim Attendance: 12,000 Referee: José Pratas |
| 20 February 2000 22 | Benfica | 6–2 | Farense | Lisbon |
| 20:00 | Maniche 23', 38', 88' Nuno Gomes 43', 68' Poborský 58' |
Report | Paulo Ferreira 5' Hassan 8' |
Stadium: Estádio da Luz Attendance: 60,000 Referee: Jacinto Paixão |
| 27 February 2000 23 | Estrela da Amadora | 3–0 | Benfica | Lisbon |
| 20:00 | Gaúcho 17', 74' Kenedy 84' |
Report | Stadium: Estádio da Reboleira Attendance: 10,000 Referee: Jorge Coroado |
| 4 March 2000 24 | Benfica | 3–0 | Gil Vicente | Lisbon |
| 19:00 | Nuno Gomes 13', 88' Carlos 17' (o.g.) |
Report | Stadium: Estádio da Luz Attendance: 20,000 Referee: Paulo Paraty |
| 12 March 2000 25 | Boavista | 1–1 | Benfica | Porto |
| 20:00 | Jorge Silva 45' 86' Litos 90' |
Report | Kandaurov 29' |
Stadium: Estádio do Bessa Attendance: 7,500 Referee: Vítor Pereira |
| 19 March 2000 26 | Benfica | 3–2 | Alverca | Lisbon |
| 19:00 | Sabry 4' Uribe 14' (pen.) João Tomás 88' |
Report | Duda 39', 69' |
Stadium: Estádio da Luz Attendance: 25,000 Referee: Lucílio Baptista |
| 25 March 2000 27 | Braga | 3–2 | Benfica | Braga |
| 20:30 | Taílson 16' Zé Nuno Azevedo 81' Odair 87' |
Report | Sabry 43' (pen.) Nuno Gomes 53' |
Stadium: Estádio 1º de Maio Attendance: 15,000 Referee: Jacinto Paixão |
| 1 April 2000 28 | Benfica | 1–0 | Porto | Lisbon |
| 20:00 | Sabry 67' |
Report | Stadium: Estádio da Luz Attendance: 35,000 Referee: Martins dos Santos |
| 8 April 2000 29 | Campomaiorense | 2–4 | Benfica | Campo Maior, Portalegre |
| 20:30 | José Soares 13' Hugo Cunha 51' Abílio 90' (pen.) |
Report | Sabry 16' João Pinto 28' Poborský 34' Calado 59' |
Stadium: Estádio Capitão Cesar Correia Attendance: 7,500 Referee: José Leirós |
| 16 April 2000 30 | Benfica | 2–3 | Belenenses | Lisbon |
| 19:30 | João Tomás 64' Maniche 67' |
Report | Fernando Mendes 22' Filgueira 38' Rui Gregório 74' |
Stadium: Estádio da Luz Attendance: 20,000 Referee: Paulo Paraty |
| 21 April 2000 31 | União Leiria | 2–1 | Benfica | Leiria |
| 21:00 | Paulo Alves 62' Dinda 86' |
Report | Nuno Gomes 6' |
Stadium: Estádio Dr. Magalhães Pessoa Attendance: 5,000 Referee: Vítor Pereira |
| 30 April 2000 32 | Benfica | 3–0 | Vitória Guimarães | Lisbon |
| 19:00 | Poborský 6' João Pinto 38' Nuno Gomes 72' |
Report | Stadium: Estádio da Luz Attendance: 5,000 Referee: José Pratas |
| 6 May 2000 33 | Sporting | 0–1 | Benfica | Lisbon |
| 21:30 | Report | Sabry 88' |
Stadium: Estádio de Alvalade Attendance: 50,000 Referee: Lucílio Baptista |
| 14 May 2000 34 | Benfica | 2–1 | Maritimo | Lisbon |
| 21:15 | Sérgio Nunes 13' Kandaurov 25' |
Report | João Oliveira Pinto 75' |
Stadium: Estádio da Luz Attendance: 15,000 Referee: Mário Mendes |
Taça de Portugal
| 13 November 1999 Fourth Rd | Benfica | 1–0 | C.D. Torres Novas | Lisbon |
| 18:00 | Tote 81' |
Report | Stadium: Estádio da Luz Attendance: 10,000 Referee: Augusto Duarte |
| 12 January 2000 Fifth Rd | Benfica | 7–0 | Amora | Lisbon |
| 19:00 | Maniche 27' Uribe 29' (pen.), 86' (pen.) Tote 58', 60' Porfírio 82'Nuno Gomes 87' |
Report | Stadium: Estádio da Luz Attendance: 3,000 Referee: Elmano Santos |
| 26 January 2000 Sixth Rd | Benfica | 1–3 | Sporting | Lisbon |
| 19:00 | Uribe 33' Machairidis 25' 71' |
Report | Acosta 11', 74' (pen.) André Cruz 42' |
Stadium: Estádio da Luz Attendance: 55,000 Referee: Vítor Pereira |
UEFA Cup
First round
v 
Dinamo București
| 16 September 1999 First leg | Benfica | 0–1 | Dinamo București | Lisbon |
| 19:00 | Report | Valentin Năstase 35' |
Stadium: Estádio da Luz Attendance: 30,000 Referee: Sándor Puhl (Hungary) |
v Benfica
| 30 September 1999 Second leg | Dinamo București | 0–2 (2–1 agg.) | Benfica | Bucharest |
| 19:00 | Năstase 55' |
Report | Maniche 25' Chano 72' |
Stadium: Stadionul Național Attendance: 14,000 Referee: Alan Snoddy (Northern Ireland) |
Second round
v Benfica
| 21 October 1999 First leg | PAOK | 1–2 | Benfica | Thessaloniki |
| 19:00 | Georgiadis 55' Frantzeskos 87' |
Report | Nuno Gomes 67' Ronaldo 90' |
Stadium: Toumba Stadium Attendance: 32,000 Referee: Dieter Schoch (Switzerland) |
v PAOK
| 4 November 1999 Second leg | Benfica | 1–2 (a.e.t.) (4–1 p) | PAOK | Lisbon |
| 19:00 | Kandaurov 25' |
Report | Spiros Marangos 28' Sabry 44' |
Stadium: Estádio da Luz Attendance: 25,000 Referee: Roelof Luinge (Netherlands) |
| Penalties | ||||
Ronaldo  Maniche Chano Paulo Madeira |
Frousos  Machairidis Banovic |
|||
Third round
v Benfica
| 25 November 1999 First leg | Celta Vigo | 7–0 | Benfica | Vigo |
| 19:00 | Karpin 16' (pen.), 54' Makélélé 30'Turdó 39', 50'Juanfran 42'Mostovoi 61' |
Report | Stadium: Balaídos Attendance: 30,000 Referee: Paul Durkin (England) |
v Celta Vigo
| 9 December 1999 Second leg | Benfica | 1–1 (1–8 agg.) | Celta Vigo | Lisbon |
| 19:00 | Cáceres 80' (o.g.) |
Report | McCarthy 19' |
Stadium: Estádio da Luz Attendance: 6,000 Referee: Markus Merk (Germany) |
Friendlies
| 18 July 1999 | Sachsen Leipzig | 1–5 | Benfica | Leipzig, Germany |
| 20:15 | Lucic 77' |
Report | Nuno Gomes João Pinto Paulo Madeira Chano Cadete 76' |
Stadium: Alfred-Kunze-Sportpark |
| 21 July 1999 | FC Traunstein | 0–6 | Benfica | Traunstein, Germany |
| 20:15 | Report | Cadete 25', 43', 70' Kandaurov 35', 68' Tahar 40' |
Stadium: Trift St |
| 24 July 1999 | VfR Aalen | 1–4 | Benfica | Aalen, Germany |
| 20:15 | |
Report | João Pinto Paulo Madeira Cadete 50' Maniche 85' |
Stadium: Städtisches Waldstadion Attendance: 20,000 |
| 28 July 1999 | Mainz 05 | 1–0 | Benfica | Mainz, Germany |
| 20:15 | Sven Demandt (pen.) |
Report | Stadium: Stadion am Bruchweg |
| 30 July 1999 | Karlsruher SC | 0–1 | Benfica | Karlsruhe, Germany |
| 20:15 | Report | Luís Carlos |
Stadium: Wildparkstadion |
| 31 July 1999 | Borussia Dortmund | 2–1 | Benfica | Fulda, Germany |
| 20:15 | Fredi Bobic |
Report | Ronaldo |
Stadium: Sportpark Johannisau |
| 6 August 1999 | Benfica | 0–0 (1–3 p) | Deportivo | Braga, Portugal |
| 20:15 | Report | Stadium: Estádio Primeiro de Maio Attendance: 20,000 | ||
| Penalties | ||||
| Sérgio Nunes Andrade Cadete |
Djalminha |
|||
| 10 August 1999 | Benfica | 1–2 | Bayern Munich | Lisbon, Portugal |
| 20:15 | Chano 75' |
Report | Èlber 65' Zickler 88' |
Stadium: Estádio da Luz Attendance: 80,000 |
The squad for the season consisted of the players listed in the tables below, as well as staff member Heynckes (manager).[75][79][80]
Note 1: Note: Flags indicate national team as defined under FIFA eligibility rules. Players may hold more than one non-FIFA nationality.
Note 2: Players with squad numbers marked ‡ joined the club during the 1999-0000 season via transfer, with more details in the following section.
| No. | Pos | Nat | Player | Total | Primeira Liga | Taça de Portugal | UEFA Cup | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| Apps | Goals | Apps | Goals | Apps | Goals | Apps | Goals | ||||
| 1‡ | GK |  ARG |
Carlos Bossio | 9 | -14 | 8 | -14 | 1 | 0 | 0 | 0 |
| 2 | DF |  MAR |
Tahar El Khalej | 5 | 0 | 4 | 0 | 1 | 0 | 0 | 0 |
| 3‡ | DF | POR |
José Soares | 3 | 0 | 1 | 0 | 1 | 0 | 1 | 0 |
| 4‡ | DF |  NGA |
Samuel Okunowo | 12 | 1 | 9 | 1 | 1 | 0 | 2 | 0 |
| 4 | MF |  ENG |
Michael Thomas | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| 5 | DF | POR |
Paulo Madeira | 38 | 1 | 32 | 1 | 1 | 0 | 5 | 0 |
| 6‡ | MF |  ANG |
Marco Freitas | 4 | 0 | 1 | 0 | 2 | 0 | 1 | 0 |
| 7 | MF |  CZE |
Karel Poborský | 36 | 5 | 29 | 5 | 1 | 0 | 6 | 0 |
| 8 | MF | POR |
João Pinto | 35 | 3 | 29 | 3 | 1 | 0 | 5 | 0 |
| 10‡ | MF | ESP |
Chano | 41 | 1 | 33 | 0 | 2 | 0 | 6 | 1 |
| 11 | FW | POR |
Jorge Cadete | 5 | 0 | 3 | 0 | 1 | 0 | 1 | 0 |
| 12 | GK | POR |
Nuno Santos | 1 | 0 | 0 | 0 | 1 | 0 | 0 | 0 |
| 13 | DF |  BRA |
Ronaldo | 33 | 1 | 27 | 1 | 1 | 0 | 5 | 0 |
| 14‡ | FW | ESP |
Tote | 11 | 3 | 7 | 0 | 2 | 3 | 2 | 0 |
| 15 | MF | POR |
Luís Carlos | 10 | 0 | 7 | 0 | 2 | 0 | 1 | 0 |
| 16 | DF | POR |
Jorge Ribeiro | 2 | 0 | 1 | 0 | 1 | 0 | 0 | 0 |
| 17 | MF |  UKR |
Serhiy Kandaurov | 37 | 7 | 31 | 6 | 2 | 0 | 4 | 1 |
| 18 | FW | POR |
Pepa | 2 | 0 | 0 | 0 | 2 | 0 | 0 | 0 |
| 19 | DF | POR |
Bruno Basto | 33 | 0 | 27 | 0 | 1 | 0 | 5 | 0 |
| 20‡ | MF | POR |
Maniche | 35 | 12 | 28 | 10 | 1 | 1 | 6 | 1 |
| 21 | FW | POR |
Nuno Gomes | 41 | 20 | 34 | 18 | 2 | 1 | 5 | 1 |
| 22 | MF | POR |
José Calado | 35 | 2 | 28 | 2 | 1 | 0 | 6 | 0 |
| 23‡ | DF |  PAR |
Ricardo Rojas | 30 | 0 | 23 | 0 | 2 | 0 | 5 | 0 |
| 24‡ | GK |  GER |
Robert Enke | 33 | -34 | 26 | -19 | 1 | -3 | 6 | -12 |
| 25‡ | MF |  EGY |
Abdel Sattar Sabry | 13 | 5 | 13 | 5 | 0 | 0 | 0 | 0 |
| 26‡ | DF | GRE |
Triantafyllos Machairidis | 16 | 0 | 14 | 0 | 2 | 0 | 0 | 0 |
| 27‡ | MF |  CHI |
Cristián Uribe | 13 | 4 | 11 | 1 | 2 | 3 | 0 | 0 |
| 28‡ | FW | POR |
João Tomás | 9 | 2 | 9 | 2 | 0 | 0 | 0 | 0 |
| 29‡ | DF | POR |
Sérgio Nunes | 22 | 2 | 17 | 2 | 1 | 0 | 4 | 0 |
| 30 | MF | POR |
Luís Andrade | 17 | 0 | 11 | 0 | 2 | 0 | 4 | 0 |
| 31 | GK | POR |
José Moreira | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| 31 | DF | POR |
Nuno Abreu | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| 32 | MF | POR |
Hugo Porfírio | 6 | 1 | 3 | 0 | 2 | 1 | 1 | 0 |
| 45 | FW | ANG |
João Mawete | 4 | 0 | 3 | 0 | 1 | 0 | 0 | 0 |
| 55 | FW |  CPV |
Toy | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
In
| Entry date | Position | Player | From club | Fee | Ref |
|---|---|---|---|---|---|
| 2 June 1999 | CB | José Soares | Alverca | Loan return | [81] |
| 2 June 1999 | CM | Maniche | Alverca | Loan return | [81] |
| 2 June 1999 | DM | Marco Freitas | Alverca | Loan return | [81] |
| 5 June 1999 | GK | Robert Enke | Borussia Mönchengladbach | Free | [17] |
| 13 June 1999 | FB | Ricardo Rojas | Estudiantes | Undisclosed | [82] |
| 13 June 1999 | GK | Carlos Bossio | Estudiantes | Undisclosed | [82] |
| 17 June 1999 | CB | Sérgio Nunes | União Leiria | Undisclosed | [83] |
| 18 June 1999 | GK | Nuno Santos | Leeds United | Undisclosed | [84] |
| 6 July 1999 | AM | Chano | Tenerife | Free | [9] |
| 13 July 1999 | ST | Sigurd Rushfeldt | Rosenborg | Undisclosed | [85] |
| 30 December 1999 | LW | Abdel Sattar Sabry | PAOK | Undisclosed | [86] |
| 30 December 1999 | DM | Triantafyllos Machairidis | PAOK | Undisclosed | [87] |
| 1 February 2000 | ST | João Tomás | Académica | Undisclosed | [88] |
In by loan
| Date from | Position | Player | From club | Date to | Ref |
|---|---|---|---|---|---|
| 22 June 1999 | RB | Samuel Okunowo | Barcelona | 30 June 2000 | [89] |
| 21 August 1999 | FW | Tote | Real Madrid | 30 June 2000 | [90] |
| 2 January 2000 | DM | Cristián Uribe | Huachipato | 30 June 2000 | [91] |
Out
| Exit date | Position | Player | To club | Fee | Ref |
|---|---|---|---|---|---|
| 11 June 1999 | GK | Paulo Lopes | Gil Vicente | Undisclosed | [92] |
| 17 June 1999 | GK | Michel Preud'homme | None | Retired | [93] |
| 10 July 1999 | RB | José Sousa | Alverca | Free | [94] |
| 12 July 1999 | LW | Nandinho | Vitória Guimarães | Free | [95] |
| 16 July 1999 | AM | Hugo Leal | Atlético Madrid | Unilateral termination | [96] |
| 17 July 1999 | GK | Sergei Ovchinnikov | Bétis | Undisclosed | [97] |
| 17 July 1999 | CM | Mark Pembridge | Everton | Undisclosed | [98] |
| 4 August 1999 | ST | Dean Saunders | Bradford City | Undisclosed | [99] |
| 7 August 1999 | RB | Gary Charles | West Ham United | Undisclosed | [100] |
| 13 August 1999 | ST | Sigurd Rushfeldt | Rosenborg | Transfer annulled | [101] |
| 27 August 1999 | LB | Steve Harkness | Blackburn Rovers | Undisclosed | [102] |
| 26 December 1999 | AM | Erwin Sánchez | Boavista | Free | [103] |
| 9 March 2000 | CB | Tahar El Khalej | Southampton | Undisclosed | [104] |
Out by loan
| Date from | Position | Player | To club | Date to | Ref |
|---|---|---|---|---|---|
| 4 July 1999 | DM | Amaral | Vasco da Gama | 30 June 2000 | [105] |
| 2 January 2000 | CB | José Soares | Campomaiorense | 30 June 2000 | [106] |
| 8 February 2000 | FW | Jorge Cadete | Bradford City | 30 June 2000 | [107] |
| 13 March 2000 | FW | Pepa | Lierse | 30 June 2001 | [108] |
- Specific
- "Souness to sue after ban by Benfica". The Guardian. 4 May 1999. Retrieved 21 April 2015.
- "Heynckes assiste ao "derby" da Luz" [Heynckes watches "Derby" in Da Luz]. Record (in Portuguese). 30 May 1999. Archived from the original on 11 July 2015. Retrieved 21 April 2015.
- Edisport (2 July 1999). "Jupp Heynckes feliz à chegada a Lisboa" [Jupp Heynckes happy in the arrival to Lisbon]. Record.pt (in Portuguese). Archived from the original on 13 July 2015. Retrieved 2013-06-18.
- "Benfica faz jogo de apresentação frente ao Bayern de Munique" [Benfica makes presentation game against Bayern Munich]. Record (in Portuguese). 16 June 1999. Archived from the original on 11 July 2015. Retrieved 6 July 2015.
- "Os quatro eleitos de Jupp Heynckes" [The four chosen ones of Jupp Heynckes]. Record (in Portuguese). 2 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Capristano: "Não perdemos o Hanuch por incapacidade financeira"" [Capristano: "We did not lost Hanuch for financial motives"]. Record (in Portuguese). 8 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Negociações entre Husain e Benfica em fase adiantada" [Negotiation between Husain and Benfica in advanced stage]. Record (in Portuguese). 30 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Giovanni: "Seria uma honra para mim trabalhar com Heynckes"" [Giovanni: "It would be a honour for me, to work with Heynckes"]. Record (in Portuguese). 18 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Chano assina por um ano com o Benfica" [Chano signs for one year with Benfica]. Record (in Portuguese). 6 July 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Editorial: As dificuldades do Benfica" [Editorial: The difficulties that Benfica faces]. Record (in Portuguese). 19 August 1999. Retrieved 13 December 2015.
- "Rushfeldt diz ter vivido bons momentos na Alemanha" [Rushfeldt acknowledged he lived good moments in Germany]. Record (in Portuguese). 29 July 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Rushfeldt de malas aviadas" [Rushfeldt packs his bags]. Record (in Portuguese). 28 July 1999. Retrieved 13 December 2015.
- "Vale e Azevedo: "Tote sempre foi a primeira opção"" [Vale e Azevedo: "Tote was always first choice".]. Record (in Portuguese). 24 August 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Michel Preud'homme: "O meu fantasma não vai pairar"" [Preud'homme: "My ghost will not haunt"]. Record (in Portuguese). 10 August 1999. Retrieved 13 December 2015.
- "Heynckes: "Bossio é mais maduro e Enke é uma promessa"". Record (in Portuguese). 17 July 1999. Retrieved 13 December 2015.
- "Carlos Bossio: "Estou muito ansioso e com ganas de vencer"" [Carlos Bossio: " I am very excited and with ganas to win".]. Record (in Portuguese). 18 June 1999. Retrieved 13 December 2015.
- "Enke em português: "É bom estar aqui"" [Enke speaks in Portuguese: "It's good to be here".]. Record (in Portuguese). 5 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Bossio ainda quer mostrar o verdadeiro valor" [Bossio still wants to prove himself]. Record (in Portuguese). 12 August 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Enke confiante na titularidade no Benfica" [Enke with confidence about being the starting goalkeeper]. Record (in Portuguese). 30 August 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- Tovar, Rui. p. 572
- "Rio Ave-Benfica". Record (in Portuguese). 22 August 1999. Retrieved 13 December 2015.
- "Se o espanhol fosse matador a Luz tinha sido como Barrancose" [If the Spaniard was a goalscorer it would have been a slaughter]. Record (in Portuguese). 30 August 1999. Retrieved 13 December 2015.
- "Santa Clara-Benfica valeu pela primeira parte" [Santa Clara-Benfica was worth it just because of the first half]. Record (in Portuguese). 12 September 1999. Retrieved 13 December 2015.
- "Benfica afogado num banho de táctica na noite do total "desenkanto"" [Benfica drowns in tactic of "desenkanto"]. Record (in Portuguese). 16 September 1999. Retrieved 13 December 2015.
- "Sadinos assim tão tenrinhos -- o petisco ideal para águias" ['Sadinos' so permissive - the ideal snack for the Eagles]. Record (in Portuguese). 21 September 1999. Retrieved 13 December 2015.
- ""Maluquices" e bicicletas do Farense em vão contra o luxo de falhar "penalties" do Benfica" ["Crazyness" and bicycle kicks from Farense didn't help against Benfica]. Record (in Portuguese). 25 September 1999. Retrieved 13 December 2015.
- Tovar, Rui. p. 576
- "D. Bucareste-Benfica 0-2". Record (in Portuguese). 30 September 1999. Retrieved 13 December 2015.
- "Na ressaca de Bucareste foi o que se pôde arranjar" [In the hangover of Bucarest, Benfica wins in the best way it could]. Record (in Portuguese). 5 October 1999. Retrieved 13 December 2015.
- "Pode não haver muito dinheiro mas há uma grande equipa!" [They might be broke but they have a great team!]. Record (in Portuguese). 17 October 1999. Retrieved 13 December 2015.
- "Benfica combate o fogo com gelo e cala o Inferno do PAOK" [Benfica fights fire with ice and cool off PAOK's Inferno]. Record (in Portuguese). 22 October 1999. Retrieved 13 December 2015.
- "O renascimento do Boavistão travou um Benfica de gala" [The rebirth of Boavistão stopped Benfica]. Record (in Portuguese). 25 October 1999. Retrieved 13 December 2015.
- "Alverca na noite das bruxas lançou um feitiço ao Benfica" [Alverca in Halloween casts spell to Benfica]. Record (in Portuguese). 1 November 1999. Retrieved 13 December 2015.
- "Benfica: Antes "penalties" do que livres" [Benfica: Better 'penalties' than free-kicks]. Record (in Portuguese). 5 November 1999. Retrieved 13 December 2015.
- "Benfica voltou a ver-se grego e, desta vez, o herói foi ucraniano" [Benfica struggled, but Ukrainian hero saves them]. Record (in Portuguese). 9 November 1999. Retrieved 13 December 2015.
- "Taça de Portugal: A lei do mais forte" [Portuguese Cup: the law of the strongest]. Record (in Portuguese). 14 November 1999. Retrieved 13 December 2015.
- Tovar, Rui. p. 573
- "A propósito do FC Porto-Benfica" [Analysing the Porto-Benfica]. Record (in Portuguese). 22 November 1999. Retrieved 13 December 2015.
- "Caricatura do glorioso Benfica sofre humilhação em Vigo" [Parody of Benfica suffers humiliation in Vigo]. Record (in Portuguese). 26 November 1999. Retrieved 13 December 2015.
- "Benfica sofre a maior derrota de sempre" [Benfica suffers biggest defeat ever]. Record (in Portuguese). 26 November 1999. Retrieved 13 December 2015.
- "Jogadores do Benfica insultados pelos adeptos" [Benfica players insulted by their own fans]. Record (in Portuguese). 26 November 1999. Retrieved 13 December 2015.
- "Vale e Azevedo obriga atletas a pedir desculpa" [Vale e Azevedo makes athletes ask for forgiveness]. Record (in Portuguese). 27 November 1999. Retrieved 13 December 2015.
- "Jogadores do Benfica pedem perdão aos sócios" [Benfica players ask forgiveness to the associates]. Record (in Portuguese). 27 November 1999. Retrieved 13 December 2015.
- "Benfica recebe um cafezinho Delta para adoçar amargos do Celta" [Benfica receives coffee from Campomaiorense to sweeten the bitter taste of the defeat in Vigo]. Record (in Portuguese). 30 November 1999. Retrieved 13 December 2015.
- "Num Belenenses-Benfica demasiado táctico calculismo explica o nulo final" [In a Belenenses-Benfica too tactical, the nill-nill is understandable]. Record. 5 December 1999. Retrieved 13 December 2015.
- "Benfica mostrou empenho, mas faltou arte" [Benfica showed commitment but lacked poise]. Record (in Portuguese). 10 December 1999. Retrieved 13 December 2015.
- "Golos esquisitos para animar um Benfica em convalescença" [Freak goals to cheer up Benfica]. Record (in Portuguese). 14 December 1999. Retrieved 13 December 2015.
- "Comentário à 15ª jornada da I Liga: Benfica atrasa-se" [Commentary to the matchday 15 of the I Liga: Benfica fall behind]. Record (in Portuguese). 20 December 1999. Retrieved 13 December 2015.
- "Benfica até prometeu muito mas o V. Guimarães é que cumpriu" [Benfica promised allot but it was Guimarães who accomplish it]. Record (in Portuguese). 20 December 1999. Retrieved 13 December 2015.
- "Faltou ousadia ao Sporting" [Sportinglacked boldness]. Record (in Portuguese). 10 January 2000. Retrieved 13 December 2015.
- "Nova história de sete golos no Benfica mas esta com um final feliz" [New story with seven goals, but this one with a happy ending]. Record (in Portuguese). 13 January 2000. Retrieved 13 December 2015.
- "Benfica: Sexto sentido de Enke" [Benfica: Six sense of Enke]. Record (in Portuguese). 16 January 2000. Retrieved 13 December 2015.
- "Um golo de ponta-de-lança mascara falta de psicanalista do Benfica" [A strikers goal hides lack of psychoanalylist]. Record (in Portuguese). 23 January 2000. Retrieved 13 December 2015.
- "Erros de "casting" na TV-Benfica e "Canal Sporting" directo ao golo" [Casting errors at TV Benfica and "Sporting's channel"]. Record (in Portuguese). 27 January 2000. Retrieved 13 December 2015.
- "Suor e raça na vitória do Benfica um sinal dos tempos que correm" [Sweat and strength in Benfica's win]. Record (in Portuguese). 31 January 2000. Retrieved 13 December 2015.
- Tovar, Rui. p. 574
- "Chano foi a "vitamina" de um Benfica à tangente" [Chano was the "pill" that Benfica needed]. Record (in Portuguese). 7 February 2000. Retrieved 13 December 2015.
- ""Oposição" no ataque prejudica a nova "sociedade" de Heynckes" ["Opposition" at the front, hurts new "society" of Heynckes]. Record (in Portuguese). 15 February 2000. Retrieved 13 December 2015.
- "Ameaça de "crash" na defesa mas ataque salvou a cotação do Benfica" [Threat of 'Crash' in the defence, until attack saved Benfica]. Record (in Portuguese). 21 February 2000. Retrieved 13 December 2015.
- "Heynckes despreza as bases e perde "congresso" da Reboleira" [Heynckes forgets the basics and loses in Reboleira]. Record (in Portuguese). 28 February 2000. Retrieved 13 December 2015.
- "Um egípcio divino que acaricia a bola como um objecto sagrado" [An Egyptian god that treats the ball like a sacred object]. Record (in Portuguese). 5 March 2000. Retrieved 13 December 2015.
- "A "maldição axadrezada" mostrou-se ao cair do pano" [The "checkered curse" shows up at the end]. Record (in Portuguese). 13 March 2000. Retrieved 13 December 2015.
- "Não era opção para Nuno Gomes mas domingo João Tomás foi o "pai" da vitória" [It wasn't an option for Nuno Gomes but this Sunday, João Tomás was the "father" of the win]. Record (in Portuguese). 20 March 2000. Retrieved 13 December 2015.
- Tovar, Rui. p. 542
- "Benfica volta a atrasar-se" [Benfica loses ground again]. Record (in Portuguese). 26 March 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- Tovar, Rui. p. 575
- "A beleza egípcia de Sabry" [The Egyptian beauty]. Record (in Portuguese). 2 April 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Ganhar depressa no Alentejo dá jeito e pode virar tradição" [Win quickly in Alentejo is good and could turn tradition]. Record (in Portuguese). 9 April 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Sporting firme Benfica afunda" [Sporting clings one, Benfica sinks]. Record (in Portuguese). 17 April 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Benfica perde em Leiria" [Benfica loses in Leiria]. Record (in Portuguese). 22 April 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Benfica: Contraste germano-argentino na baliza" [Benfica: The German-Argentine distinction in the goalposts]. Record (in Portuguese). 1 May 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- Tovar, Rui. p. 571
- "Rescaldo do Sporting-Benfica na Imprensa nacional" [Summary of the Sporting-Benfica in the Portuguese press]. Record.pt (in Portuguese). 7 May 2000. Archived from the original on 14 July 2015. Retrieved 29 August 2015.
- "Benfica-Marítimo, 2-1: Benfiquistas mereciam mais após época tão sofrida" [Benfica-Marítimo 2-1: Benfiquistas deserve more from such a painful season]. Record. 15 May 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- Tovar, Rui. p. 577
- "Sporting Campeão: Era uma vez um vencedor" [Sporting Champions: There was once a winner...]. Record (in Portuguese). 16 May 2000. Retrieved 13 December 2015.
- "Benfica Profile". UEFA.com.
- "Nuno Gomes: "Derrota sofrida em Vigo descontrolou jogadores do Benfica"" [Nuno Gomes: "Loss in Vigo unsettled Benfica players"]. Record (in Portuguese). 29 April 2000. Retrieved 13 December 2015.
- "Sport Lisboa e Benfica Squad 1999-00". thefinalball.com. Retrieved 18 June 2013.
- "Squad 1999/2000". ForaDeJogo. Retrieved 29 August 2015.
- "Alverca acerta renovação com técnico José Romão" [Alverca finishes new deal with coach José Romão]. Record (in Portuguese). 2 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Benfica já tem acordo com Bossio e Rojas" [Benfica has deal with Bossio and Rojas]. Record (in Portuguese). 13 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Sérgio Nunes: "Quero impor-me no Benfica"" [Sérgio Nunes: "I want to make it at Benfica"]. Record (in Portuguese). 17 June 1999. Archived from the original on 16 April 2015. Retrieved 29 August 2015.
- "Nuno Santos assina quatro épocas pelo Benfica" [Nuno Santos signs a four year deal with Benfica]. Record (in Portuguese). 18 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Vale e Azevedo diz que Rushfeldt era o desejado" [Vale e Azevedo says that Rushefeldt was the chosen one]. Record (in Portuguese). 13 July 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Benfica paga 600 mil contos por Sabry" [Benfica pays 600 thousand for Sabry]. Record (in Portuguese). 30 December 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Machaeridis na Luz por três anos e meio" [Machairidis signs for three and half years]. Record (in Portuguese). 30 December 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "João Tomás: "Se o Benfica me contratou foi por necessidade"" [João Tomás: "If Benfica signed me, it was out of necessity"]. Record (in Portuguese). 1 February 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Okunowo assina por uma época com Benfica" [Okunowo signs for one year]. Record (in Portuguese). 22 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Jovem Tote (Real Madrid) emprestado ao Benfica" [Youngster Tote (Real Madrid) loaned to Benfica]. Record (in Portuguese). 21 August 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Uribe cedido ao Benfica até ao final da temporada" [Uribe loaned to Benfica until the end of the season]. Record (in Portuguese). 2 January 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Paulo Lopes quer relançar carreira no Gil Vicente" [Paulo Lopes wants to relaunch career in Gil Vicente]. Record (in Portuguese). 11 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Vale e Azevedo anuncia: Preud'homme não joga mais" [Vale e Azevedo announces: Preud'homme will not play anymore]. Record (in Portuguese). 17 June 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Sousa rescindiu contrato com o Benfica" [Sousa terminates contract with Benfica]. Record (in Portuguese). 10 July 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Nandinho assinou pelo V. Guimarães" [Nandinho signed with V.Guimarães]. Record (in Portuguese). 12 July 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Atlético Madrid anuncia contratação de Hugo Leal" [Atlético Madrid announced signing of Hugo Leal]. Record (in Portuguese). 16 July 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Benfica vende Ovchinnikov e encaixa 475 mil contos" [Benfica sold Ovchinnikov and cashes in 475 thousand]. Record (in Portuguese). 17 July 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Everton paga 210 mil contos por Pembridge" [Everton pays 210 thousand for Pembridge]. Record (in Portuguese). 17 July 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Pembridge e Saunders dão 450 mil contos ao Benfica" [Pembridge and Saunders give 450 thousand to Benfica]. Record (in Portuguese). 4 August 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Benfica e West Ham chegaram a acordo por Gary Charles" [Benfica and West Ham reach deal for Gary Charles]. Record (in Portuguese). 7 August 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Benfica desiste de Rushfeldt" [Benfica gives up on Rushfeldt]. Record (in Portuguese). 13 August 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Steve Harkness assina pelo Blackburn Rovers" [Steve Harkness signs for Blackburn Rovers]. Record (in Portuguese). 27 August 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Erwin Sanchez e Erivan apresentados no Bessa" [Erwin Sanchez and Erivan presented in Bessa]. Record (in Portuguese). 26 December 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "El Khalej: "Saio do Benfica com muita mágoa"" [El Khalej: "I left Benfica grief stricken"]. Record (in Portuguese). 9 March 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Amaral emprestado ao Vasco da Gama" [Amaral loaned to Vasco da Gama]. Record (in Portuguese). 4 July 1999. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "José Soares (Benfica) ruma a Campo Maior" [José Soares heads to Campo Maior]. Record (in Portuguese). 2 January 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- "Vale e Azevedo quer 650 mil por Jorge Cadete" [Vale e Azevedo wants 650 thousand for Jorge Cadete]. Record (in Portuguese). 8 February 2000. Archived from the original on 6 July 2015. Retrieved 29 August 2015.
- "Pepa cedido ao Lierse por uma época e meia" [Pepa loaned to Lierse for one and half years]. Record (in Portuguese). 13 March 2000. Archived from the original on 11 July 2015. Retrieved 29 August 2015.
- General
- Tovar, Rui Miguel (2012). Almanaque do Benfica [Benfica Almanac]. Portugal: Lua de Papel. ISBN 978-989-23-2087-8.