
September 2026 | ||
| Sat 26 | Cheltenham Town | A |
October 2026 | ||
| Sat 3 | Tranmere Rovers | H |
| Sat 10 | Crawley Town | A |
| Sat 17 | Port Vale | A |
| Tue 20 | Colchester United | H |
| Sat 24 | Crewe Alexandra | H |
| Fri 30 | Newport County | A |
November 2026 | ||
| Tue 10 | Mansfield Town | A |
| Sat 14 | Bristol Rovers | A |
| Sat 21 | Shrewsbury Town | H |
| Sat 28 | Swindon Town | A |
December 2026 | ||
| Tue 1 | Exeter City | H |
| Sat 12 | Grimsby Town | H |
| Sat 19 | Accrington Stanley | A |
| Sat 26 | Northampton Town | H |
| Tue 29 | Walsall | A |
January 2027 | ||
| Fri 1 | Rochdale | A |
| Sat 9 | Accrington Stanley | H |
| Sat 16 | Port Vale | H |
| Tue 19 | Colchester United | A |
| Sat 23 | Crewe Alexandra | A |
| Sat 30 | Newport County | H |
February 2027 | ||
| Sat 6 | Rotherham United | H |
| Tue 9 | Gillingham | A |
| Sat 13 | Barnet | A |
| Sat 20 | Oldham Athletic | H |
| Sat 27 | Bristol Rovers | H |
March 2027 | ||
| Sat 6 | Fleetwood Town | A |
| Sat 13 | Salford City | H |
| Sat 20 | Shrewsbury Town | A |
| Fri 26 | Rochdale | H |
| Mon 29 | Northampton Town | A |
April 2027 | ||
| Sat 3 | Walsall | H |
| Sat 10 | Grimsby Town | A |
| Tue 13 | Crawley Town | H |
| Sat 17 | York City | A |
| Sat 24 | Cheltenham Town | H |
| Tue 27 | Tranmere Rovers | A |
May 2027 | ||
| Sat 1 | Swindon Town | H |
| Sat 8 | Exeter City | A |
| Chesterfield's Results | |||
| Sep 22 | Port Vale | -1 - -1 | H |
| Sep 19 | York City | 2 - 0 | H |
| Sep 15 | Manchester City U21 | 5 - 3 | H |
| Chesterfield's Fixtures | |||
| Sep 26 | Cheltenham Town | A | |
| Oct 3 | Tranmere Rovers | H | |
| Oct 10 | Crawley Town | A | |
| League Two Table | ||||
| Pos | Team | Pld | GD | Pts |
| 6 | Bristol R | 7 | 1 | 12 |
| 7 | York | 7 | 3 | 11 |
| 8 | Chesterfield | 7 | 2 | 11 |
| 9 | Crewe | 7 | 2 | 11 |
| 10 | Tranmere | 7 | 2 | 10 |