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Chesterfield - Fixtures - 3. English League 1999/2000| May `00 | WEEK | Time | Home | PF | PA | AWAY |
| Sat 6 | 46 | 0:00 | Blackpool | 2 | 2 | Chesterfield |
| April `00 | WEEK | Time | Home | PF | PA | AWAY |
| Sat 29 | 45 | 0:00 | Chesterfield | 2 | 1 | Notts County |
| Tue 25 | 44 | 0:00 | Bournemouth | 1 | 1 | Chesterfield |
| Sat 22 | 43 | 0:00 | Chesterfield | 0 | 3 | Wrexham |
| Tue 18 | 35 | 0:00 | Oldham | 1 | 2 | Chesterfield |
| Sat 15 | 42 | 0:00 | Bury | 1 | 1 | Chesterfield |
| Sat 8 | 41 | 0:00 | Chesterfield | 1 | 2 | Wycombe |
| Sat 1 | 40 | 0:00 | Gillingham | 1 | 0 | Chesterfield |
| March `00 | WEEK | Time | Home | PF | PA | AWAY |
| Tue 28 | 24 | 0:00 | Chesterfield | 0 | 1 | Bury |
| Sat 25 | 39 | 0:00 | Chesterfield | 1 | 3 | Luton |
| Tue 21 | 38 | 0:00 | Chesterfield | 1 | 1 | Cardiff |
| Sat 18 | 37 | 0:00 | Bristol Rovers | 3 | 1 | Chesterfield |
| Sat 11 | 36 | 0:00 | Chesterfield | 1 | 1 | Wigan |
| Sat 4 | 34 | 0:00 | Stoke | 5 | 1 | Chesterfield |
| February `00 | WEEK | Time | Home | PF | PA | AWAY |
| Sat 26 | 33 | 0:00 | Chesterfield | 2 | 0 | Reading |
| Sat 19 | 32 | 0:00 | Oxford | 2 | 1 | Chesterfield |
| Sat 12 | 31 | 0:00 | Chesterfield | 0 | 1 | Preston |
| Sat 5 | 30 | 0:00 | Bristol City | 3 | 0 | Chesterfield |
| Tue 1 | 22 | 0:00 | Chesterfield | 0 | 0 | Gillingham |
| January `00 | WEEK | Time | Home | PF | PA | AWAY |
| Sat 29 | 29 | 0:00 | Chesterfield | 2 | 0 | Millwall |
| Sat 22 | 28 | 0:00 | Cambridge | 2 | 0 | Chesterfield |
| Sat 15 | 27 | 0:00 | Chesterfield | 1 | 1 | Burnley |
| Sat 8 | 26 | 0:00 | Chesterfield | 1 | 0 | Brentford |
| Mon 3 | 25 | 0:00 | Wycombe | 3 | 0 | Chesterfield |
| December `99 | WEEK | Time | Home | PF | PA | AWAY |
| Sun 26 | 23 | 0:00 | Luton | 1 | 1 | Chesterfield |
| Fri 10 | 21 | 0:00 | Brentford | 1 | 1 | Chesterfield |
| Tue 7 | 5 | 0:00 | Chesterfield | 0 | 2 | Bristol City |
| Fri 3 | 20 | 0:00 | Colchester | 1 | 0 | Chesterfield |
| November `99 | WEEK | Time | Home | PF | PA | AWAY |
| Sat 27 | 19 | 0:00 | Chesterfield | 0 | 0 | Oxford |
| Sat 20 | 18 | 0:00 | Chesterfield | 0 | 1 | Bristol Rovers |
| Fri 12 | 17 | 0:00 | Cardiff | 2 | 1 | Chesterfield |
| Sat 6 | 16 | 0:00 | Chesterfield | 0 | 1 | Oldham |
| Tue 2 | 15 | 0:00 | Wigan | 3 | 0 | Chesterfield |
| October `99 | WEEK | Time | Home | PF | PA | AWAY |
| Sat 23 | 14 | 0:00 | Chesterfield | 1 | 1 | Scunthorpe |
| Tue 19 | 13 | 0:00 | Notts County | 1 | 0 | Chesterfield |
| Sat 16 | 12 | 0:00 | Wrexham | 1 | 1 | Chesterfield |
| Sat 9 | 11 | 0:00 | Chesterfield | 0 | 0 | Blackpool |
| Sat 2 | 10 | 0:00 | Chesterfield | 0 | 1 | Bournemouth |
| September `99 | WEEK | Time | Home | PF | PA | AWAY |
| Sat 25 | 9 | 0:00 | Scunthorpe | 0 | 0 | Chesterfield |
| Sat 18 | 8 | 0:00 | Reading | 1 | 0 | Chesterfield |
| Sat 11 | 7 | 0:00 | Chesterfield | 0 | 2 | Stoke |
| Sat 4 | 6 | 0:00 | Preston | 0 | 2 | Chesterfield |
| August `99 | WEEK | Time | Home | PF | PA | AWAY |
| Sat 28 | 4 | 0:00 | Millwall | 1 | 1 | Chesterfield |
| Sat 21 | 3 | 0:00 | Chesterfield | 4 | 2 | Cambridge |
| Sat 14 | 2 | 0:00 | Burnley | 2 | 1 | Chesterfield |
| Sat 7 | 1 | 0:00 | Chesterfield | 0 | 1 | Colchester |