| Saturday 26 April 2003 |
| Nationwide Division Two |
| Cheltenham |
3 (2) |
Blackpool |
0 (0) |
| Monday 21 April 2003 |
| Nationwide Division Two |
| Cheltenham |
1 (0) |
Peterborough |
1 (0) |
| Saturday 19 April 2003 |
| Nationwide Division Two |
| Wycombe |
1 (1) |
Cheltenham |
1 (0) |
| Saturday 12 April 2003 |
| Nationwide Division Two |
| Cheltenham |
1 (1) |
Oldham |
1 (1) |
| Tuesday 8 April 2003 |
| Nationwide Division Two |
| Cheltenham |
2 (1) |
Luton |
2 (2) |
| Saturday 5 April 2003 |
| Nationwide Division Two |
| Brentford |
2 (0) |
Cheltenham |
2 (2) |
| Saturday 22 March 2003 |
| Nationwide Division Two |
| Port Vale |
1 (0) |
Cheltenham |
2 (1) |
| Tuesday 18 March 2003 |
| Nationwide Division Two |
| QPR |
4 (2) |
Cheltenham |
1 (1) |
| Saturday 15 March 2003 |
| Nationwide Division Two |
| Cheltenham |
1 (0) |
Northampton |
1 (0) |
| Wednesday 12 March 2003 |
| Nationwide Division Two |
| Swindon |
0 (0) |
Cheltenham |
3 (2) |
| Saturday 8 March 2003 |
| Nationwide Division Two |
| Cheltenham |
3 (2) |
Mansfield |
1 (0) |
| Saturday 1 March 2003 |
| Nationwide Division Two |
| Bristol City |
3 (2) |
Cheltenham |
1 (1) |
| Saturday 22 February 2003 |
| Nationwide Division Two |
| Cheltenham |
1 (1) |
Colchester |
1 (1) |
| Tuesday 18 February 2003 |
| Nationwide Division Two |
| Cheltenham |
1 (1) |
Barnsley |
3 (1) |
| Saturday 15 February 2003 |
| Nationwide Division Two |
| Huddersfield |
3 (0) |
Cheltenham |
3 (2) |
| Saturday 8 February 2003 |
| Nationwide Division Two |
| Cheltenham |
0 (0) |
Stockport |
2 (0) |
| Tuesday 4 February 2003 |
| Nationwide Division Two |
| Cheltenham |
3 (1) |
Tranmere |
1 (0) |
| Saturday 1 February 2003 |
| Nationwide Division Two |
| Wigan |
0 (0) |
Cheltenham |
0 (0) |
| Saturday 25 January 2003 |
| Nationwide Division Two |
| Cheltenham |
0 (0) |
Chesterfield |
0 (0) |
| Saturday 18 January 2003 |
| Nationwide Division Two |
| Cardiff |
2 (2) |
Cheltenham |
1 (1) |
| Saturday 4 January 2003 |
| AXA-Sponsored FA Challenge Cup Third Round |
| Sheff Utd |
4 (2) |
Cheltenham |
0 (0) |
| Wednesday 1 January 2003 |
| Nationwide Division Two |
| Plymouth |
3 (2) |
Cheltenham |
1 (1) |
| Saturday 28 December 2002 |
| Nationwide Division Two |
| Chesterfield |
2 (0) |
Cheltenham |
2 (0) |
| Thursday 26 December 2002 |
| Nationwide Division Two |
| Cheltenham |
0 (0) |
Crewe |
4 (3) |
| Saturday 21 December 2002 |
| Nationwide Division Two |
| Cheltenham |
0 (0) |
Wycombe |
0 (0) |
| Saturday 14 December 2002 |
| Nationwide Division Two |
| Peterborough |
4 (3) |
Cheltenham |
1 (0) |
| Saturday 7 December 2002 |
| AXA-Sponsored FA Challenge Cup Second Round |
| Oldham |
1 (0) |
Cheltenham |
2 (2) |
| Saturday 30 November 2002 |
| Nationwide Division Two |
| Cheltenham |
1 (0) |
Brentford |
0 (0) |
| Saturday 23 November 2002 |
| Nationwide Division Two |
| Oldham |
0 (0) |
Cheltenham |
0 (0) |
| Saturday 16 November 2002 |
| AXA-Sponsored FA Challenge Cup First Round |
| Yeovil |
0 (0) |
Cheltenham |
2 (1) |
| Tuesday 12 November 2002 |
| LDV Vans Trophy Southern Section - Second Round |
| Cheltenham |
1 (0) |
Wycombe |
1 (0) |
| Saturday 9 November 2002 |
| Nationwide Division Two |
| Stockport |
1 (1) |
Cheltenham |
1 (1) |
| Saturday 2 November 2002 |
| Nationwide Division Two |
| Cheltenham |
1 (0) |
Huddersfield |
0 (0) |
| Tuesday 29 October 2002 |
| Nationwide Division Two |
| Cheltenham |
0 (0) |
Port Vale |
1 (1) |
| Saturday 26 October 2002 |
| Nationwide Division Two |
| Northampton |
1 (1) |
Cheltenham |
2 (1) |
| Tuesday 22 October 2002 |
| LDV Vans Trophy Southern Section - First Round |
| Cheltenham |
4 (1) |
Colchester |
1 (0) |
| Saturday 19 October 2002 |
| Nationwide Division Two |
| Cheltenham |
1 (0) |
QPR |
1 (1) |
| Saturday 12 October 2002 |
| Nationwide Division Two |
| Luton |
2 (0) |
Cheltenham |
1 (1) |
| Saturday 5 October 2002 |
| Nationwide Division Two |
| Blackpool |
3 (1) |
Cheltenham |
1 (1) |
| Wednesday 2 October 2002 |
| Worthington Cup Second Round |
| Crystal Palace |
7 (1) |
Cheltenham |
0 (0) |
| Saturday 28 September 2002 |
| Nationwide Division Two |
| Cheltenham |
1 (0) |
Notts County |
4 (2) |
| Saturday 21 September 2002 |
| Nationwide Division Two |
| Mansfield |
0 (0) |
Cheltenham |
2 (0) |
| Tuesday 17 September 2002 |
| Nationwide Division Two |
| Cheltenham |
2 (1) |
Swindon |
0 (0) |
| Saturday 14 September 2002 |
| Nationwide Division Two |
| Cheltenham |
2 (2) |
Bristol City |
3 (2) |
| Tuesday 10 September 2002 |
| Worthington Cup First Round |
| Norwich |
0 (0) |
Cheltenham |
3 (2) |
| Saturday 7 September 2002 |
| Nationwide Division Two |
| Colchester |
1 (0) |
Cheltenham |
1 (1) |
| Saturday 31 August 2002 |
| Nationwide Division Two |
| Cheltenham |
1 (1) |
Cardiff |
1 (1) |
| Tuesday 27 August 2002 |
| Nationwide Division Two |
| Crewe |
1 (1) |
Cheltenham |
0 (0) |
| Saturday 24 August 2002 |
| Nationwide Division Two |
| Cheltenham |
1 (1) |
Plymouth |
2 (0) |
| Saturday 17 August 2002 |
| Nationwide Division Two |
| Tranmere |
1 (0) |
Cheltenham |
0 (0) |
| Tuesday 13 August 2002 |
| Nationwide Division Two |
| Barnsley |
1 (0) |
Cheltenham |
1 (0) |
| Saturday 10 August 2002 |
| Nationwide Division Two |
| Cheltenham |
0 (0) |
Wigan |
2 (2) |
