Welsh Cup · 26-01-2013

FT

Chepstow Town

3 : 4

Haverfordwest County AFC

Welsh Cup · 08-12-2012

FT

Gwalchmai

0 : 2

Chepstow Town

Welsh Cup · 10-11-2012

FT

Chepstow Town

4 : 1

Grange Harlequins

Welsh Cup · 06-10-2012

FT

Ammanford AFC

1 : 2

Chepstow Town

Welsh Cup · 07-12-2013

FT

Cambrian & Clydach

3 : 1

Chepstow Town

Welsh Cup · 09-11-2013

FT

Goytre United

0 : 1

Chepstow Town

Welsh Cup · 03-10-2014

FT

Afan Lido

4 : 0

Chepstow Town

Welsh Cup · 19-10-2019

FT

Chepstow Town

3 : 2

Taffs Well

Welsh Cup · 16-11-2019

FT

Chepstow Town

0 : 5

STM Sports

Welsh Cup · 13-08-2021

FT

Undy Athletic

3 : 0

Chepstow Town

Welsh Cup · 17-09-2022

FT

Chepstow Town

1 : 0

Rockspur

Welsh Cup · 08-10-2022

FT

Chepstow Town

1 : 2

Pontypridd Town

Welsh Cup · 16-09-2023

FT

Chepstow Town

7 : 0

Pill AFC

Welsh Cup · 14-10-2023

FT

Chepstow Town

4 : 0

Abercarn United

Welsh Cup · 11-11-2023

FT

South Gower

2 : 2

Chepstow Town