| Premier League Cup | Colchester United U21 | Swansea City U21 | 03‑Feb | 1-0 | |
| Professional Development League | Colchester United U21 | Queens Park Rangers U21 | 30‑Jan | 1-1 | |
| Professional Development League | Colchester United U21 | AFC Bournemouth U21 | 16‑Jan | 2-1 | |
| Professional Development League | Colchester United U21 | Millwall U21 | 09‑Jan | 0-6 | |
| Premier League Cup | Colchester United U21 | Sunderland U21 | 22‑Dec | 4-2 | |
| Premier League Cup | Bromley U21 | Colchester United U21 | 15‑Dec | 2-3 | |
| Premier League Cup | Colchester United U21 | Norwich City U21 | 02‑Dec | 3-4 | |
| Professional Development League | Colchester United U21 | Bristol City U21 | 25‑Nov | 0-3 | |
| Professional Development League | Watford U21 | Colchester United U21 | 04‑Nov | 6-0 | |
| Premier League Cup | Colchester United U21 | Bromley U21 | 27‑Oct | 2-0 | |
| Premier League Cup | Sunderland U21 | Colchester United U21 | 17‑Oct | 2-1 | |
| Professional Development League | Colchester United U21 | Charlton Athletic U21 | 10‑Oct | 2-2 | |
| Professional Development League | AFC Bournemouth U21 | Colchester United U21 | 06‑Oct | 4-1 | |
| Professional Development League | Colchester United U21 | Brentford U21 | 26‑Sep | 2-3 | |
| Professional Development League | Millwall U21 | Colchester United U21 | 23‑Sep | 4-0 | |
| Professional Development League | Peterborough United U21 | Colchester United U21 | 16‑Sep | 2-1 | |
| Premier League Cup | Norwich City U21 | Colchester United U21 | 12‑Sep | 2-2 | |
| Professional Development League | Colchester United U21 | Fleetwood Town U21 | 09‑Sep | 1-1 | |
| Professional Development League | Sheffield Wednesday U21 | Colchester United U21 | 01‑Sep | 3-0 | |
| Professional Development League | Colchester United U21 | Coventry City U21 | 26‑Aug | 3-2 | |
| Professional Development League | Huddersfield Town U21 | Colchester United U21 | 19‑Aug | 0-2 | |
| Professional Development League | Colchester United U21 | Wigan Athletic U21 | 12‑Aug | 4-1 | |
| Friendlies Clubs | Maidstone Utd | Colchester United U21 | 26‑Jul | 4-0 | |
