Summary of previous matches between the team of Chepstow Town and the team of Monmouth Town since 2025-07-05:
Chepstow Town won 0 matches against Monmouth Town, lost 1 matches, and 0 matches were draws.
| Time | League | Home Team | Score | Away Team |
|---|---|---|---|---|
| 2014-02-22 | Welsh Football League First Division | Tata Steel | 0 : 4 | Monmouth Town |
| 2014-02-15 | Wales Cup | Porthmadog | 2 : 2 | Monmouth Town |
| 2014-01-25 | Welsh Football League First Division | Goytre Utd | 2 : 3 | Monmouth Town |
| 2013-12-07 | Wales Cup | Monmouth Town | 2 : 1 | Llanidloes Town |
| 2013-11-28 | Welsh Football League First Division | Cambrian Clydach | 1 : 0 | Monmouth Town |
| 2013-11-23 | Welsh Football League First Division | Monmouth Town | 4 : 1 | Porth |
| 2013-11-09 | Wales Cup | Treharris Athletic Weestern | 1 : 7 | Monmouth Town |
| 2013-10-26 | Welsh Football League First Division | Monmouth Town | 0 : 0 | Ton Pentre |
| 2013-10-12 | Wales Cup | Porth | 1 : 2 | Monmouth Town |
| 2013-10-05 | Welsh Football League First Division | Haverfordwest County | 3 : 2 | Monmouth Town |
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