Summary of previous matches between the team of Grimsby Town and the team of Chesterfield since 2008-01-05:
Grimsby Town won 6 matches against Chesterfield, lost 6 matches, and 3 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2023-11-05 | England FA Cup | Chesterfield | 1 : 0 | Portsmouth |
| 2023-10-28 | England Conference | Kidderminster Harriers | 1 : 3 | Chesterfield |
| 2023-10-25 | England Conference | Chesterfield | 4 : 0 | York City |
| 2023-10-14 | England FA Cup | Chesterfield | 5 : 0 | Kettering Town |
| 2023-10-07 | England Conference | Boreham Wood | 0 : 2 | Chesterfield |
| 2023-10-04 | England Conference | Chesterfield | 2 : 0 | Bromley |
| 2023-09-30 | England Conference | Maidenhead United | 1 : 1 | Chesterfield |
| 2023-09-27 | England Conference | Rochdale | 1 : 2 | Chesterfield |
| 2023-09-23 | England Conference | Chesterfield | 3 : 2 | Wealdstone FC |
| 2023-09-20 | England Conference | Chesterfield | 3 : 2 | Halifax Town |
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