Summary of previous matches between the team of Carlisle United and the team of Chesterfield since 2006-08-10:
Carlisle United won 3 matches against Chesterfield, lost 2 matches, and 3 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2021-11-13 | England Conference | Chesterfield | 4 : 0 | Weymouth |
| 2021-11-06 | England FA Cup | Chesterfield | 3 : 1 | Southend United |
| 2021-10-30 | England Conference | Dagenham Redbridge | 2 : 2 | Chesterfield |
| 2021-10-27 | England Conference | Chesterfield | 1 : 0 | Eastleigh |
| 2021-10-23 | England Conference | Chesterfield | 2 : 1 | Boreham Wood |
| 2021-10-16 | England FA Cup | Curzon Ashton FC | 0 : 4 | Chesterfield |
| 2021-10-09 | England Conference | Southend United | 0 : 4 | Chesterfield |
| 2021-10-06 | England Conference | Wrexham | 1 : 1 | Chesterfield |
| 2021-09-29 | England Conference | Woking | 3 : 1 | Chesterfield |
| 2021-09-26 | England Conference | Chesterfield | 2 : 2 | Torquay United |
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