Summary of previous matches between the team of AFC Wimbledon and the team of Chesterfield since 2012-08-18:
AFC Wimbledon won 2 matches against Chesterfield, lost 4 matches, and 3 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2023-07-22 | International Club Friendly | Accrington Stanley | 2 : 3 | Chesterfield |
| 2023-07-20 | International Club Friendly | Chesterfield | 0 : 1 | Derby County |
| 2023-07-15 | International Club Friendly | Chesterfield | 0 : 2 | Sheffield United |
| 2023-07-12 | International Club Friendly | Chesterfield | 1 : 2 | Sheffield Wednesday |
| 2023-07-08 | International Club Friendly | Alfreton Town | 1 : 5 | Chesterfield |
| 2023-07-05 | International Club Friendly | Matlock Town | 0 : 9 | Chesterfield |
| 2023-04-30 | England Conference | Chesterfield | 4 : 0 | Maidstone United |
| 2023-04-22 | England Conference | Bromley | 2 : 0 | Chesterfield |
| 2023-04-19 | England Conference | Chesterfield | 5 : 1 | Torquay United |
| 2023-04-15 | England Conference | Chesterfield | 3 : 2 | Eastleigh |
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