During the 1999–2000 English football season, Luton Town F.C. competed in the Football League Second Division.

Luton suffered from severe financial difficulty throughout the 1998–99 season and were forced to sell a number of established players and promising young stars.^{[citation needed]}One of the club's directors, Cliff Bassett, made the decision to place the club into receivership as part of a move to shift controversial^[1] owner David Kohler out of the club. Kohler, accused by Luton supporters of selling the club's assets while continuing to draw a large salary of his own and of promoting an unworkable stadium project (known as the 'Kohlerdome') for his own means, relinquished his position as chairman on 20 February 1999 following the discovery of a petrol bomb in his letterbox.^[1] Despite his departure, Kohler remained as the majority shareholder and held out from selling until a suitable offer was made. Numerous bids from consortia fell through, unable to meet Kohler's demands, until, after being told by the Football League that the club would be unable to compete in the 1999–2000 season unless it was out of receivership, Bassett himself stepped in hours before the deadline and bought out Kohler's shares. Luton finished the 1999–2000 season in 13th position, relying heavily on players brought through the youth system, such as Emmerson Boyce, Gary Doherty, Matthew Taylor, Matthew Spring and Liam George. Bassett made it clear throughout the season that his intention was to find a new owner for the club and, on 23 May 2000, Luton Town was sold to a consortium led by businessman Mike Watson-Challis.^{[citation needed]}

Just before the 1999–2000 season, the club was sold to Cliff Bassett, while player sales continued to balance the books.^[2] Young duo Kelvin Davis and Chris Willmott were sold to Wimbledon for £900,000, and Lawrence was forced to sell Gary Doherty late on in the season, but he successfully kept an inexperienced Luton side up once again. Mike Watson-Challis then purchased the club in 2000,^[2] and Lawrence was sacked to be replaced by former Luton player Ricky Hill.^[3]

Luton Town's score comes first^[5]

^[6] Note: Flags indicate national team as defined under FIFA eligibility rules. Players may hold more than one non-FIFA nationality.

More information No., Pos. ...

No. Pos. Nation Player 1 GK  ENG Nathan Abbey 2 DF  ENG Gavin McGowan 4 MF  ENG Matthew Spring 5 DF  ENG Alan White 6 DF  ENG Marvin Johnson 7 FW  NIR Phil Gray 8 MF  ENG Paul McLaren 9 FW  ENG Stuart Douglas 10 MF  SCO Michael McIndoe 11 FW  IRL Liam George 13 DF  SCO Stuart Fraser 14 FW  ENG Andrew Fotiadis 15 DF  ENG Matthew Taylor

No. Pos. Nation Player 16 MF  CIV Landry Zahana-Oni 17 DF  BRB Emmerson Boyce 18 FW  COD Trésor Kandol 19 DF  ENG James Ayres 20 MF  UGA Jerry Moses 21 MF  ENG Andre Scarlett 22 GK  ENG Daniel Tate 23 DF  ENG Jude Stirling 24 GK  ENG Scott Ward 28 MF  ENG Adam Locke 32 GK  ENG Ben Roberts (on loan from Middlesbrough) 40 DF  ENG Julian Watts

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Left club during season

Note: Flags indicate national team as defined under FIFA eligibility rules. Players may hold more than one non-FIFA nationality.

More information No., Pos. ...

No. Pos. Nation Player 27 MF  SCO Ray McKinnon (to Livingston) 30 FW  ENG Neil Midgley (on loan from Ipswich Town) 39 FW  ENG Tony Thorpe (on loan from Bristol City) 3 DF  NGA Efe Sodje (to Colchester United)

No. Pos. Nation Player 12 DF  IRL Gary Doherty (to Tottenham Hotspur) 25 MF  ENG Ryan Davis (Released) 26 MF  ENG David Castro-Pearson (Released) 31 FW  ENG Paul Read (Released)

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Players arranged in alphabetical order by surname.

More information Pos., Name ...

Pos.	Name	League		FA Cup		League Cup		FL Trophy		Total
		Apps	Goals	Apps	Goals	Apps	Goals	Apps	Goals	Apps	Goals
GK	Nathan Abbey	32 (1)	0	5	0	2	0	1	0	40 (1)	0
DF	James Ayres	0	0	0	0	0	0	1	0	1	0
DF	Emmerson Boyce	23 (7)	1	0 (2)	0	2	0	1	0	26 (9)	1
DF	Gary Doherty	40	6	5	2	0 (2)	1	1	0	46 (2)	9
FW	Stuart Douglas	35 (5)	3	5	1	2	0	1	0	43 (5)	4
FW	Andrew Fotiadis	8 (14)	2	0	0	0 (2)	0	0	0	8 (16)	2
DF	Stuart Fraser	20	1	5	0	1	0	1	0	27	1
FW	Liam George	35 (7)	14	5	2	0 (1)	0	1	0	41 (8)	16
FW	Phil Gray	28 (1)	11	1	1	2	0	0	0	31 (1)	12
DF	Marvin Johnson	44	0	5	0	0	0	1	0	50	0
FW	Trésor Kandol	1 (3)	0	0	0	1	1	0	0	2 (3)	1
MF	Adam Locke	27 (7)	3	3 (1)	0	1	0	1	0	31 (8)	3
DF	Gavin McGowan	9 (3)	0	0	0	0	0	0	0	9 (3)	0
MF	Michael McIndoe	2 (14)	0	0 (2)	0	2	0	0	0	4 (16)	0
MF	Ray McKinnon	0 (3)	0	0	0	1	0	0	0	1 (3)	0
FW	Paul McLaren	25 (4)	1	4)	0	1	0	0	0	30 (4)	1
FW	Neil Midgley	8 (2)	3	0	0	0	0	0	0	8 (2)	3
FW	Paul Read	0	0	0	0	0	0	0 (1)	0	0 (1)	0
GK	Ben Roberts	14	0	0	0	0	0	0	0	14	0
MF	Andre Scarlett	2 (1)	0	0	0	0	0	0 (1)	0	2 (2)	0
DF	Efe Sodje	5 (4)	0	1 (1)	0	2	0	1	0	9 (5)	0
MF	Matthew Spring	44 (1)	6	5	2	1	0	1	0	51 (1)	8
DF	Matthew Taylor	39 (2)	4	5	1	1	0	0	0	45 (2)	5
FW	Tony Thorpe	3 (1)	1	0	0	0	0	0	0	3 (1)	1
DF	Julian Watts	45	4	5	0	2	0	0	0	52	4
DF	Alan White	16 (3)	1	0	0	2	0	0	0	18 (3)	1
MF	Landry Zahana-Oni	0 (1)	0	0	0	0	0	0	0	0 (1)	0

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• List of Luton Town F.C. seasons