1998–99 A.C. Milan season
In the 1998–99 season, Associazione Calcio Milan returned to their previous winning ways under the guidance of new manager Alberto Zaccheroni. Hired from Udinese, Zaccheroni brought striker Oliver Bierhoff and right-wingback Thomas Helveg with him from his former club. He introduced Milan to his unorthodox 3–4–3 formation (in the latter half of the season modified to 3–4–1–2, to allow space for a creative attacking midfielder) in which Bierhoff was a perfect centre forward, scoring 20 goals in the league.
|Coppa Italia||Round of 16|
|Top goalscorer||League: |
Oliver Bierhoff (20)
Oliver Bierhoff (20)
Milan had a marvelous second half of the season, in which they competed for the Serie A title with Lazio and Fiorentina. After seven straight wins in the last seven matches, Milan clinched the scudetto, becoming champions of Italy for the 16th time in their history.
|3||Paolo Maldini (Captain)||CB / LB|
|5||Alessandro Costacurta||CB / SW / LB / RB|
|17||Christian Ziege||LB / LM|
|2||Thomas Helveg||RB / RM|
|27||Francesco Coco||LB / LM|
|4||Demetrio Albertini||CM / DM|
|18||Leonardo||AM / LW|
|10||Zvonimir Boban||AM / CM / LW / RW|
|24||Guly||LM / RM / AM|
|23||Massimo Ambrosini||CM / DM|
|7||Ibrahim Ba||RM / LM|
|21||Federico Giunti||CM / AM / DM|
|30||Domenico Morfeo||AM / LM / RM|
|8||Roberto Donadoni||RM / LM / CM|
|16||Mohammed Aliyu Datti||CF / SS|
Left club during the season
Note: Flags indicate national team as defined under FIFA eligibility rules. Players may hold more than one non-FIFA nationality.
|Starting line-up since Zaccheroni adopted, at the end of the first half of the season, a formation with a trequartista. Earlier, he had used a 3-4-3.|
|Pos||Team||Pld||W||D||L||GF||GA||GD||Pts||Qualification or relegation|
|1||Milan (C)||34||20||10||4||59||34||+25||70||Qualification to Champions League group stage|
|3||Fiorentina||34||16||8||10||55||41||+14||56||Qualification to Champions League third qualifying round|
|5||Roma||34||15||9||10||69||49||+20||54||Qualification to UEFA Cup first round|
Rules for classification: 1) Points; 2) Head-to-head points; 3) Head-to-head goal difference; 4) Goal difference; 5) Goals scored; 6) Draw. (Note: Head-to-head record is used only after all the matches between the teams in question have been played).
- ROM 7pts. JUV 5pts. UDI 4pts.
Castellini 90' (o.g.)
- Almanacco Illustrato del Calcio – La Storia 1898-2004, Panini Edizioni, Modena, September 2005 "Norme organizzative interne della F.I.G.C. – Art. 51.6" (PDF) (in Italian). Italian Football Federation. 12 September 2018. Retrieved 11 November 2018.