| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 26 Dec 1999 |
Carlisle United
|
1–2 |
|
A | ENG · League Two |
| 10 Dec 1999 |
Brighton & Hove Albion
|
3–4 |
|
A | ENG · League Two |
| 04 Dec 1999 |
Rochdale
|
0–0 |
|
D | ENG · League Two |
| 27 Nov 1999 |
Lincoln City
|
1–1 |
|
D | ENG · League Two |
| 23 Nov 1999 |
Leyton Orient
|
0–0 |
|
D | ENG · League Two |
| 20 Nov 1999 |
Wrexham
|
2–1 |
|
H | ENG · FA Cup Round 2 |
| 14 Nov 1999 |
Rochdale
|
2–1 |
|
H | ENG · League Two |
| 09 Nov 1999 |
Rochdale
|
3–0 |
|
H | ENG · FA Cup Round 1 |
| 06 Nov 1999 |
Torquay United
|
1–0 |
|
H | ENG · League Two |
| 02 Nov 1999 |
Rochdale
|
0–2 |
|
A | ENG · League Two |
| 30 Oct 1999 |
Burton Albion
|
0–0 |
|
D | ENG · FA Cup Round 1 |
| 22 Oct 1999 |
Swansea City
|
1–0 |
|
H | ENG · League Two |
| 19 Oct 1999 |
Rochdale
|
0–1 |
|
A | ENG · League Two |
| 16 Oct 1999 |
Rochdale
|
0–0 |
|
D | ENG · League Two |
| 09 Oct 1999 |
Barnet
|
1–0 |
|
H | ENG · League Two |
| 02 Oct 1999 |
Northampton Town
|
0–1 |
|
A | ENG · League Two |
| 25 Sep 1999 |
Rochdale
|
0–0 |
|
D | ENG · League Two |
| 18 Sep 1999 |
Rotherham United
|
0–1 |
|
A | ENG · League Two |
| 11 Sep 1999 |
Rochdale
|
0–0 |
|
D | ENG · League Two |
| 03 Sep 1999 |
Rochdale
|
0–1 |
|
A | ENG · League Two |
| 30 Aug 1999 |
Chester
|
0–2 |
|
A | ENG · League Two |
| 28 Aug 1999 |
Rochdale
|
0–2 |
|
A | ENG · League Two |
| 24 Aug 1999 |
Chesterfield
|
2–1 |
|
H | ENG · League Cup Round 1 · Leg 2 |
| 21 Aug 1999 |
York City
|
0–3 |
|
A | ENG · League Two |
| 14 Aug 1999 |
Rochdale
|
2–0 |
|
H | ENG · League Two |
| 10 Aug 1999 |
Rochdale
|
1–2 |
|
A | ENG · League Cup Round 1 · Leg 1 |
| 07 Aug 1999 |
Cheltenham Town
|
0–2 |
|
A | ENG · League Two |
| 08 May 1999 |
Brighton & Hove Albion
|
1–1 |
|
D | ENG · League Two |
| 01 May 1999 |
Rochdale
|
0–3 |
|
A | ENG · League Two |
| 27 Apr 1999 |
Rochdale
|
0–2 |
|
A | ENG · League Two |
| 24 Apr 1999 |
Exeter City
|
2–1 |
|
H | ENG · League Two |
| 17 Apr 1999 |
Rochdale
|
3–1 |
|
H | ENG · League Two |
| 13 Apr 1999 |
Cambridge United
|
1–1 |
|
D | ENG · League Two |
| 10 Apr 1999 |
Rochdale
|
0–0 |
|
D | ENG · League Two |
| 05 Apr 1999 |
Halifax Town
|
0–0 |
|
D | ENG · League Two |
| 03 Apr 1999 |
Rochdale
|
0–3 |
|
A | ENG · League Two |
| 30 Mar 1999 |
Rochdale
|
1–0 |
|
H | ENG · League Two |
| 26 Mar 1999 |
Scarborough
|
1–0 |
|
H | ENG · League Two |
| 20 Mar 1999 |
Rochdale
|
0–0 |
|
D | ENG · League Two |
| 13 Mar 1999 |
Mansfield Town
|
3–1 |
|
H | ENG · League Two |