Summary of previous matches between the team of Maidenhead United and the team of Chelmsford City since 2008-11-08:
Maidenhead United won 7 matches against Chelmsford City, lost 8 matches, and 4 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2020-10-07 | England Conference | Maidenhead United | 2 : 3 | Kings Lynn |
| 2020-10-03 | England Conference | Sutton United | 3 : 0 | Maidenhead United |
| 2020-09-10 | International Club Friendly | Maidenhead United | 2 : 0 | Bournemouth U23 |
| 2020-03-14 | England Conference | Maidenhead United | 1 : 2 | Stockport County |
| 2020-03-07 | England Conference | Maidenhead United | 0 : 1 | Boreham Wood |
| 2020-02-29 | England Conference | Woking | 2 : 0 | Maidenhead United |
| 2020-02-26 | England Conference | Maidenhead United | 1 : 3 | Ebbsfleet United |
| 2020-02-22 | England Conference | Maidenhead United | 1 : 2 | Aldershot Town |
| 2020-02-01 | England Conference | Solihull Moors | 0 : 2 | Maidenhead United |
| 2020-01-25 | England Conference | Maidenhead United | 2 : 0 | Eastleigh |
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