The club finished as runners–up in the Southern League Cup to Yeovil Town just ten days after losing the delayed 1947–48 season final to Merthyr Tydfil.

The match gathered a record Layer Road and Colchester United crowd of 19,072, before being abandoned with the scores at 1–1.

The ex-England international oversaw his side reach the final of the Southern League Cup for the second successive season.

On the back of a successful FA Cup run across the 1947–48 season, much was expected of Colchester for their 1948–49 campaign.

[27] Players making their first-team Colchester United debut in a fully competitive match.