Welsh Cup · 16-11-2013

FT

Caldicot Town

3 : 0

Penybont

Welsh Cup · 12-10-2013

FT

Caldicot Town

2 : 1

Splott Albion

Welsh Cup · 31-10-2015

FT

Cwmamman United FC

4 : 2

Caldicot Town

Welsh Cup · 03-12-2016

FT

Bala Town

6 : 1

Caldicot Town

Welsh Cup · 05-11-2016

FT

Caldicot Town

2 : 0

Cwmamman United FC

Welsh Cup · 01-10-2016

FT

Aberaeron

1 : 4

Caldicot Town

Welsh Cup · 07-10-2017

FT

Caldicot Town

2 : 3

Goytre AFC

Welsh Cup · 09-11-2018

FT

Caldicot Town

2 : 3

Cambrian & Clydach

Welsh Cup · 20-10-2018

FT

West End

0 : 6

Caldicot Town

Welsh Cup · 13-08-2021

FT

Caldicot Town

6 : 3

Penparcau

Welsh Cup · 04-09-2021

FT

Swansea University

6 : 3

Caldicot Town

Welsh Cup · 17-09-2022

FT

Pill AFC

4 : 0

Caldicot Town

Welsh Cup · 21-09-2024

FT

Caldicot Town

VS

Morriston Town

Welsh Cup · 20-09-2025

FT

Caerphilly Athletic

1 : 3

Caldicot Town

Welsh Cup · 18-10-2025

FT

Caldicot Town

0 : 0

Penrhiwceiber Rangers