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 |
|---|---|---|---|---|
| 2025-09-06 | England Conference South Division | Maidenhead United | 2 : 1 | Chelmsford City |
| 2017-03-07 | England Conference South Division | Chelmsford City | 0 : 1 | Maidenhead United |
| 2016-08-20 | England Conference South Division | Maidenhead United | 1 : 0 | Chelmsford City |
| 2016-03-12 | England Conference South Division | Chelmsford City | 4 : 1 | Maidenhead United |
| 2015-09-19 | England Conference South Division | Maidenhead United | 1 : 0 | Chelmsford City |
| 2015-03-21 | England Conference South Division | Chelmsford City | 1 : 1 | Maidenhead United |
| 2015-02-14 | England Conference South Division | Maidenhead United | 2 : 0 | Chelmsford City |
| 2014-02-22 | England Conference South Division | Chelmsford City | 0 : 3 | Maidenhead United |
| 2013-12-11 | England Conference South Division | Maidenhead United | 1 : 1 | Chelmsford City |
| 2013-04-23 | England Conference South Division | Chelmsford City | 3 : 1 | Maidenhead United |
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