| 6.12.20162016-12-6 20:30:00 | 20:30 | EFL Trophy Final Stage | 2. R |
Rochdale - Chesterfield
| -:- | SpotlandSandy LaneRochdale, Greater Manchester,OL11 5DSGB |
| 3.12.20162016-12-3 16:05:00 | 16:05 | FA Cup | 2. R |
Chesterfield - Wycombe Wanderers
| 0:5 (0:2) | Proact Stadium1866 Sheffield Road, Whittington MoorChesterfield, Derbyshire,S41 8NZGB |
| 8.11.20162016-11-8 20:30:00 | 20:30 | EFL Trophy Northern Group B | 3. R |
Crewe Alexandra - Chesterfield
| 0:2 (0:1) | Alexandra StadiumGresty RoadCheshire,CW2 6EB GB |
| 5.11.20162016-11-5 16:00:00 | 16:00 | FA Cup | 1. R |
Colchester United - Chesterfield
| 1:2 (0:1) | Weston Homes Community StadiumUnited WayColchester,CO4 5UPGB |
| 4.10.20162016-10-4 20:45:00 | 20:45 | EFL Trophy Northern Group B | 2. R |
Chesterfield - Accrington Stanley
| 1:4 (0:3) | Proact Stadium1866 Sheffield Road, Whittington MoorChesterfield, Derbyshire,S41 8NZGB |
| 30.8.20162016-8-30 20:45:00 | 20:45 | EFL Trophy Northern Group B | 1. R |
Chesterfield - Wolverhampton Wanderers Academy
| 2:1 (1:0) | Proact Stadium1866 Sheffield Road, Whittington MoorChesterfield, Derbyshire,S41 8NZGB |
| 9.8.20162016-8-9 20:45:00 | 20:45 | EFL Cup | 1. R |
Rochdale - Chesterfield
| 3:1 (0:1) | SpotlandSandy LaneRochdale, Greater Manchester,OL11 5DSGB |
