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 |
|---|---|---|---|---|
| 2023-09-09 | England Conference | Chesterfield | 3 : 1 | Dagenham Redbridge |
| 2023-09-02 | England Conference | Aldershot Town | 3 : 4 | Chesterfield |
| 2023-08-28 | England Conference | Chesterfield | 3 : 2 | Hartlepool United |
| 2023-08-26 | England Conference | Altrincham | 2 : 1 | Chesterfield |
| 2023-08-19 | England Conference | Chesterfield | 1 : 1 | Oldham Athletic |
| 2023-08-16 | England Conference | Oxford City | 1 : 2 | Chesterfield |
| 2023-08-12 | England Conference | AFC Fylde | 2 : 4 | Chesterfield |
| 2023-08-05 | England Conference | Chesterfield | 4 : 3 | Dorking |
| 2023-08-02 | International Club Friendly | Basford Utd | 3 : 0 | Chesterfield |
| 2023-07-29 | International Club Friendly | Bristol Rovers | 2 : 0 | Chesterfield |
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