| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 22 Apr 2000 |
Gillingham
|
2–0 |
|
H | ENG · League One |
| 18 Apr 2000 |
Luton Town
|
1–2 |
|
A | ENG · League One |
| 08 Apr 2000 |
Scunthorpe United
|
1–2 |
|
A | ENG · League One |
| 01 Apr 2000 |
Luton Town
|
3–2 |
|
H | ENG · League One |
| 25 Mar 2000 |
Chesterfield
|
1–3 |
|
A | ENG · League One |
| 21 Mar 2000 |
Luton Town
|
2–2 |
|
D | ENG · League One |
| 18 Mar 2000 |
Preston North End
|
1–0 |
|
H | ENG · League One |
| 11 Mar 2000 |
Luton Town
|
0–2 |
|
A | ENG · League One |
| 07 Mar 2000 |
Burnley
|
0–2 |
|
A | ENG · League One |
| 04 Mar 2000 |
Wrexham
|
1–0 |
|
H | ENG · League One |
| 26 Feb 2000 |
Luton Town
|
1–2 |
|
A | ENG · League One |
| 19 Feb 2000 |
Luton Town
|
1–4 |
|
A | ENG · League One |
| 12 Feb 2000 |
Bury
|
1–0 |
|
H | ENG · League One |
| 08 Feb 2000 |
Luton Town
|
2–1 |
|
H | ENG · League One |
| 05 Feb 2000 |
Luton Town
|
1–2 |
|
A | ENG · League One |
| 30 Jan 2000 |
Cardiff City
|
1–3 |
|
A | ENG · League One |
| 22 Jan 2000 |
Luton Town
|
3–1 |
|
H | ENG · League One |
| 15 Jan 2000 |
Blackpool
|
3–3 |
|
D | ENG · League One |
| 08 Jan 2000 |
Stoke City
|
2–1 |
|
H | ENG · League One |
| 03 Jan 2000 |
Luton Town
|
4–1 |
|
H | ENG · League One |
| 28 Dec 1999 |
Bristol City
|
0–0 |
|
D | ENG · League One |
| 26 Dec 1999 |
Luton Town
|
1–1 |
|
D | ENG · League One |
| 17 Dec 1999 |
Colchester United
|
3–0 |
|
H | ENG · League One |
| 11 Dec 1999 |
Fulham
|
2–2 |
|
D | ENG · FA Cup Round 3 |
| 04 Dec 1999 |
Luton Town
|
2–2 |
|
D | ENG · League One |
| 30 Nov 1999 |
Lincoln City
|
0–1 |
|
A | ENG · FA Cup Round 2 |
| 27 Nov 1999 |
Bristol Rovers
|
3–0 |
|
H | ENG · League One |
| 23 Nov 1999 |
Luton Town
|
0–2 |
|
A | ENG · League One |
| 19 Nov 1999 |
Luton Town
|
2–2 |
|
D | ENG · FA Cup Round 2 |
| 12 Nov 1999 |
Cambridge United
|
3–1 |
|
H | ENG · League One |
| 06 Nov 1999 |
Luton Town
|
2–1 |
|
H | ENG · League One |
| 02 Nov 1999 |
Millwall
|
1–0 |
|
H | ENG · League One |
| 30 Oct 1999 |
Luton Town
|
4–2 | Kingstonian | H | ENG · FA Cup Round 1 |
| 23 Oct 1999 |
Oxford United
|
0–1 |
|
A | ENG · League One |
| 19 Oct 1999 |
Luton Town
|
1–1 |
|
D | ENG · League One |
| 16 Oct 1999 |
Luton Town
|
3–1 |
|
H | ENG · League One |
| 09 Oct 1999 |
Oldham Athletic
|
2–1 |
|
H | ENG · League One |
| 02 Oct 1999 |
Wigan Athletic
|
1–0 |
|
H | ENG · League One |
| 25 Sep 1999 |
Luton Town
|
4–2 |
|
H | ENG · League One |
| 18 Sep 1999 |
Brentford
|
2–0 |
|
H | ENG · League One |