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 |
|---|---|---|---|---|
| 2019-12-11 | England Conference | Chesterfield | 1 : 2 | Yeovil Town |
| 2019-12-07 | England Conference | Chesterfield | 1 : 2 | Bromley |
| 2019-11-30 | England Conference | Aldershot Town | 2 : 2 | Chesterfield |
| 2019-11-27 | England Conference | Chesterfield | 1 : 5 | Hartlepool United |
| 2019-11-23 | England Conference | Harrogate Town | 3 : 1 | Chesterfield |
| 2019-11-16 | England Conference | Chesterfield | 2 : 3 | Chorley FC |
| 2019-11-02 | England Conference | Ebbsfleet United | 2 : 2 | Chesterfield |
| 2019-10-27 | England Conference | Chesterfield | 1 : 0 | Notts County |
| 2019-10-23 | England FA Cup | Wrexham | 1 : 0 | Chesterfield |
| 2019-10-19 | England FA Cup | Chesterfield | 1 : 1 | Wrexham |
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