| Sunday 28 May 2006 |
| Coca-Cola Division Two Play-off Final |
| Grimsby |
0 (0) |
Cheltenham |
1 (0) |
| Thursday 18 May 2006 |
| Coca-Cola Division Two Play-off Semi-Final 2nd Leg |
| Cheltenham |
0 (0) |
Wycombe |
0 (0) |
| Saturday 13 May 2006 |
| Coca-Cola Division Two Play-off Semi-Final 1st Leg |
| Wycombe |
1 (0) |
Cheltenham |
2 (1) |
| Saturday 6 May 2006 |
| Coca-Cola Division Two |
| Mansfield |
0 (0) |
Cheltenham |
5 (2) |
| Saturday 29 April 2006 |
| Coca-Cola Division Two |
| Cheltenham |
2 (1) |
Notts County |
0 (0) |
| Friday 21 April 2006 |
| Coca-Cola Division Two |
| Grimsby |
1 (0) |
Cheltenham |
0 (0) |
| Monday 17 April 2006 |
| Coca-Cola Division Two |
| Cheltenham |
1 (0) |
Darlington |
1 (0) |
| Saturday 15 April 2006 |
| Coca-Cola Division Two |
| Torquay |
1 (1) |
Cheltenham |
2 (0) |
| Saturday 8 April 2006 |
| Coca-Cola Division Two |
| Cheltenham |
3 (1) |
Stockport |
3 (1) |
| Saturday 1 April 2006 |
| Coca-Cola Division Two |
| Shrewsbury |
2 (1) |
Cheltenham |
0 (0) |
| Saturday 25 March 2006 |
| Coca-Cola Division Two |
| Cheltenham |
3 (3) |
Rushden & D'monds |
1 (0) |
| Tuesday 21 March 2006 |
| Coca-Cola Division Two |
| Cheltenham |
2 (1) |
Wrexham |
2 (1) |
| Saturday 18 March 2006 |
| Coca-Cola Division Two |
| Chester |
0 (0) |
Cheltenham |
1 (1) |
| Saturday 11 March 2006 |
| Coca-Cola Division Two |
| Leyton Orient |
1 (1) |
Cheltenham |
0 (0) |
| Saturday 4 March 2006 |
| Coca-Cola Division Two |
| Cheltenham |
2 (0) |
Wycombe |
1 (1) |
| Saturday 25 February 2006 |
| Coca-Cola Division Two |
| Cheltenham |
1 (1) |
Rochdale |
1 (0) |
| Saturday 18 February 2006 |
| Coca-Cola Division Two |
| Oxford Utd |
1 (0) |
Cheltenham |
1 (0) |
| Tuesday 14 February 2006 |
| Coca-Cola Division Two |
| Bristol Rovers |
0 (0) |
Cheltenham |
1 (0) |
| Saturday 11 February 2006 |
| Coca-Cola Division Two |
| Cheltenham |
3 (2) |
Northampton |
1 (0) |
| Saturday 4 February 2006 |
| Coca-Cola Division Two |
| Peterborough |
1 (0) |
Cheltenham |
0 (0) |
| Saturday 28 January 2006 |
| FA Challenge Cup Fourth Round |
| Cheltenham |
0 (0) |
Newcastle |
2 (2) |
| Tuesday 24 January 2006 |
| Football League Trophy Southern Section - Semi Final |
| Cheltenham |
0 (0) |
Colchester |
1 (1) |
| Saturday 21 January 2006 |
| Coca-Cola Division Two |
| Carlisle |
1 (1) |
Cheltenham |
1 (0) |
| Tuesday 17 January 2006 |
| FA Challenge Cup Third Round |
| Chester |
0 (0) |
Cheltenham |
1 (0) |
| Saturday 14 January 2006 |
| Coca-Cola Division Two |
| Cheltenham |
2 (0) |
Bristol Rovers |
3 (1) |
| Tuesday 10 January 2006 |
| Coca-Cola Division Two |
| Barnet |
1 (0) |
Cheltenham |
1 (1) |
| Saturday 7 January 2006 |
| FA Challenge Cup Third Round |
| Cheltenham |
2 (0) |
Chester |
2 (0) |
| Monday 2 January 2006 |
| Coca-Cola Division Two |
| Stockport |
2 (1) |
Cheltenham |
2 (0) |
| Saturday 31 December 2005 |
| Coca-Cola Division Two |
| Cheltenham |
1 (0) |
Shrewsbury |
0 (0) |
| Wednesday 28 December 2005 |
| Coca-Cola Division Two |
| Rushden & D'monds |
0 (0) |
Cheltenham |
1 (0) |
| Monday 26 December 2005 |
| Coca-Cola Division Two |
| Cheltenham |
1 (0) |
Chester |
0 (0) |
| Tuesday 20 December 2005 |
| Football League Trophy Southern Section - Quarter Final |
| Cheltenham |
2 (1) |
Oxford Utd |
1 (0) |
| Saturday 17 December 2005 |
| Coca-Cola Division Two |
| Boston Utd |
0 (0) |
Cheltenham |
0 (0) |
| Tuesday 13 December 2005 |
| FA Challenge Cup Second Round |
| Oxford Utd |
1 (0) |
Cheltenham |
2 (0) |
| Saturday 10 December 2005 |
| Coca-Cola Division Two |
| Cheltenham |
2 (0) |
Macclesfield |
2 (0) |
| Tuesday 6 December 2005 |
| Coca-Cola Division Two |
| Cheltenham |
1 (1) |
Oxford Utd |
2 (2) |
| Saturday 3 December 2005 |
| FA Challenge Cup Second Round |
| Cheltenham |
1 (1) |
Oxford Utd |
1 (0) |
| Monday 28 November 2005 |
| Football League Trophy Southern Section - Second Round |
| Woking |
1 (1) |
Cheltenham |
1 (0) |
| Saturday 26 November 2005 |
| Coca-Cola Division Two |
| Bury |
0 (0) |
Cheltenham |
1 (1) |
| Tuesday 22 November 2005 |
| Football League Trophy Southern Section - Second Round |
| Woking |
(1) |
Cheltenham |
(1) |
| Friday 18 November 2005 |
| Coca-Cola Division Two |
| Cheltenham |
4 (1) |
Lincoln City |
1 (0) |
| Saturday 12 November 2005 |
| Coca-Cola Division Two |
| Notts County |
2 (1) |
Cheltenham |
3 (1) |
| Saturday 5 November 2005 |
| FA Challenge Cup First Round |
| Cheltenham |
1 (0) |
Carlisle |
0 (0) |
| Saturday 29 October 2005 |
| Coca-Cola Division Two |
| Cheltenham |
0 (0) |
Mansfield |
2 (1) |
| Saturday 22 October 2005 |
| Coca-Cola Division Two |
| Darlington |
3 (0) |
Cheltenham |
1 (1) |
| Tuesday 18 October 2005 |
| Football League Trophy Southern Section - First Round |
| Shrewsbury |
0 (0) |
Cheltenham |
2 (1) |
| Friday 14 October 2005 |
| Coca-Cola Division Two |
| Cheltenham |
0 (0) |
Grimsby |
3 (1) |
| Friday 7 October 2005 |
| Coca-Cola Division Two |
| Lincoln City |
0 (0) |
Cheltenham |
1 (0) |
| Saturday 1 October 2005 |
| Coca-Cola Division Two |
| Cheltenham |
0 (0) |
Torquay |
1 (0) |
| Tuesday 27 September 2005 |
| Coca-Cola Division Two |
| Cheltenham |
2 (1) |
Peterborough |
1 (0) |
| Saturday 24 September 2005 |
| Coca-Cola Division Two |
| Northampton |
1 (1) |
Cheltenham |
2 (2) |
| Tuesday 20 September 2005 |
| Carling Cup Second Round |
| Sunderland |
0 (0) |
Cheltenham |
0 (0) |
| Saturday 17 September 2005 |
| Coca-Cola Division Two |
| Cheltenham |
2 (1) |
Carlisle |
3 (1) |
| Saturday 10 September 2005 |
| Coca-Cola Division Two |
| Wrexham |
2 (1) |
Cheltenham |
0 (0) |
| Friday 2 September 2005 |
| Coca-Cola Division Two |
| Cheltenham |
1 (1) |
Barnet |
1 (0) |
| Monday 29 August 2005 |
| Coca-Cola Division Two |
| Wycombe |
0 (0) |
Cheltenham |
0 (0) |
| Saturday 27 August 2005 |
| Coca-Cola Division Two |
| Cheltenham |
1 (0) |
Leyton Orient |
1 (1) |
| Tuesday 23 August 2005 |
| Carling Cup First Round |
| Cheltenham |
5 (1) |
Brentford |
0 (0) |
| Saturday 20 August 2005 |
| Coca-Cola Division Two |
| Cheltenham |
3 (3) |
Boston Utd |
0 (0) |
| Saturday 13 August 2005 |
| Coca-Cola Division Two |
| Rochdale |
1 (0) |
Cheltenham |
1 (1) |
| Tuesday 9 August 2005 |
| Coca-Cola Division Two |
| Macclesfield |
2 (0) |
Cheltenham |
2 (1) |
| Saturday 6 August 2005 |
| Coca-Cola Division Two |
| Cheltenham |
2 (1) |
Bury |
1 (1) |
