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 |
|---|---|---|---|---|
| 2020-10-14 | England Conference | Torquay United | 2 : 1 | Chesterfield |
| 2020-10-10 | England Conference | Chesterfield | 4 : 0 | Woking |
| 2020-10-07 | England Conference | Chesterfield | 1 : 2 | Hartlepool United |
| 2020-09-26 | International Club Friendly | Chesterfield | 0 : 1 | Guiseley |
| 2020-09-19 | International Club Friendly | Alfreton Town | 2 : 0 | Chesterfield |
| 2020-09-09 | International Club Friendly | Belper Town | 2 : 3 | Chesterfield |
| 2020-03-14 | England Conference | Dover Athletic | 1 : 1 | Chesterfield |
| 2020-03-07 | England Conference | Chorley FC | 1 : 2 | Chesterfield |
| 2020-03-04 | England Conference | Chesterfield | 3 : 4 | Harrogate Town |
| 2020-02-22 | England Conference | Chesterfield | 4 : 0 | Ebbsfleet United |
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