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 |
|---|---|---|---|---|
| 2021-02-06 | England FA Vase | Aldershot Town | 3 : 0 | Chesterfield |
| 2021-01-30 | England Conference | Dagenham Redbridge | 2 : 2 | Chesterfield |
| 2021-01-27 | England Conference | Boreham Wood | 0 : 0 | Chesterfield |
| 2021-01-23 | England Conference | Chesterfield | 2 : 1 | Wrexham |
| 2021-01-21 | England FA Vase | Boston United | 1 : 1 | Chesterfield |
| 2021-01-06 | England Conference | Solihull Moors | 2 : 1 | Chesterfield |
| 2021-01-02 | England Conference | Chesterfield | 1 : 0 | Solihull Moors |
| 2020-12-19 | England FA Vase | Chesterfield | 0 : 0 | Brackley Town |
| 2020-12-12 | England Conference | Chesterfield | 6 : 0 | Barnet |
| 2020-12-09 | England Conference | Sutton United | 0 : 1 | Chesterfield |
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