| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2025-12-16 03:00 | ENG U21 CUP | Preston North End U21 | 0:0 | Ipswich U21 | 0:0 | ||
| 2025-10-29 03:00 | ENG U21 CUP | Ipswich U21 | 2:2 | Preston North End U21 | 2:0 |
| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2025-12-20 03:00 | ENG U21 CUP | Leicester City U21 | 0:0 | Preston North End U21 | 0:0 | ||
| 2025-12-03 03:00 | ENG U21 CUP | Charlton Athletic U21 | 1:1 | Preston North End U21 | 0:0 | 1 | Win |
| 2025-10-08 02:00 | ENG U21 CUP | Preston North End U21 | 2:0 | Leicester City U21 | 2:0 | -0.75 | Lose |
| 2025-09-24 02:00 | ENG U21 CUP | Preston North End U21 | 1:2 | Charlton Athletic U21 | 0:0 | ||
| 2025-02-01 03:00 | ENG U21 CUP | Colchester United U21 | 2:1 | Preston North End U21 | 1:0 | ||
| 2024-12-03 03:00 | ENG U21 CUP | Blackburn Rovers U21 | 4:4 | Preston North End U21 | 1:2 | 1.25 | Win |
| 2024-11-26 03:00 | ENG U21 CUP | Preston North End U21 | 0:2 | Queens Park R U21 | 0:0 | ||
| 2024-11-06 03:00 | ENG U21 CUP | Preston North End U21 | 2:1 | Colchester United U21 | 1:1 | -0.5 | Lose |
| 2025-01-08 03:00 | ENG U21 CUP | Preston North End U21 | 1:1 | Blackburn Rovers U21 | 0:1 | -0.5 | Lose |
| 2024-09-14 02:00 | ENG U21 CUP | Queens Park R U21 | 7:1 | Preston North End U21 | 2:1 | ||
| 2023-07-09 22:00 | ENG U21 CUP | Bury AFC | 0:3 | Preston North End U21 | 0:1 | ||
| 2014-09-16 | ENG U21 CUP | Wigan U21 | 5:0 | Preston North End U21 | 3:0 |
| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2025-12-23 03:00 | ENG U21 CUP | Ipswich U21 | 0:0 | Charlton Athletic U21 | 0:0 | ||
| 2025-12-02 03:00 | ENG U21 CUP | Ipswich U21 | 1:0 | Leicester City U21 | 1:0 | 1 | Draw |
| 2025-11-19 03:00 | ENG U21 CUP | Charlton Athletic U21 | 2:1 | Ipswich U21 | 1:0 | -0.25 | Lose |
| 2025-11-22 03:00 | ENG U21 CUP | Leicester City U21 | 0:2 | Ipswich U21 | 0:1 | 0.25 | Win |
| 2025-11-08 03:00 | ENG U21 CUP | Sunderland U21 | 4:2 | Ipswich U21 | 1:1 | 0 | Lose |
| 2025-11-01 03:00 | ENG U21 CUP | Ipswich U21 | 1:0 | Newcastle U21 | 1:0 | 0.25 | Lose |
| 2025-10-25 02:00 | ENG U21 CUP | Ipswich U21 | 3:1 | Brighton U21 | 3:0 | -0.25 | Lose |
| 2025-10-04 02:00 | ENG U21 CUP | Nottingham Forest U21 | 0:1 | Ipswich U21 | 0:0 | ||
| 2025-09-27 19:00 | ENG U21 CUP | Ipswich U21 | 3:2 | Liverpool U21 | 2:0 | ||
| 2025-09-20 21:00 | ENG U21 CUP | Chelsea U21 | 0:0 | Ipswich U21 | 0:0 | ||
| 2025-08-30 02:00 | ENG U21 CUP | Ipswich U21 | 2:2 | Southampton U21 | 2:0 | -0.25 | Lose |
| 2025-08-24 20:00 | ENG U21 CUP | Leeds United U21 | 2:3 | Ipswich U21 | 1:2 | ||
| 2025-03-28 22:00 | ENG U21 CUP | Queens Park R U21 | 2:3 | Ipswich U21 | 1:1 | -0.25 | Win |
| 2025-03-08 03:00 | ENG U21 CUP | Chelsea U21 | 2:1 | Ipswich U21 | 0:1 | 1.75 | Win |
| 2025-02-04 22:00 | ENG U21 CUP | Ipswich U21 | 4:2 | Watford U21 | 2:1 | 0.75 | Lose |
| 2024-12-07 03:00 | ENG U21 CUP | Everton U21 | 0:0 | Ipswich U21 | 0:0 | 0.25 | Win |
| 2024-09-14 02:00 | ENG U21 CUP | Ipswich U21 | 2:2 | Cardiff City U21 | 1:2 | 0.5 | Win |
| 2024-11-09 21:00 | ENG U21 CUP | Watford U21 | 2:0 | Ipswich U21 | 1:0 | -0.25 | Lose |
| 2024-09-27 02:00 | ENG U21 CUP | Ipswich U21 | 3:3 | Everton U21 | 2:2 | 0 | Draw |
| 2024-11-23 20:00 | ENG U21 CUP | Cardiff City U21 | 0:2 | Ipswich U21 | 0:1 | 0.75 | Win |
| 2025-05-06 18:00 | ENG U21 CUP | Ipswich U21 | 1:2 | Fleetwood Town U21 | 0:2 | 0.5 | Win |
| 2025-04-28 19:00 | ENG U21 CUP | Sheffield Wed U21 | 1:3 | Ipswich U21 | 1:2 | 0.25 | Win |
| 2025-04-12 02:00 | ENG U21 CUP | Ipswich U21 | 4:1 | Coventry U21 | 3:0 | 0.25 | Lose |
| 2025-04-08 20:30 | ENG U21 CUP | Peterborough U21 | 2:3 | Ipswich U21 | 0:1 | -0.25 | Win |
| 2025-04-01 18:00 | ENG U21 CUP | Ipswich U21 | 2:2 | Wigan U21 | 1:0 | 0.5 | Win |
| 2025-03-22 03:00 | ENG U21 CUP | Colchester United U21 | 1:2 | Ipswich U21 | 0:1 | ||
| 2025-03-19 03:00 | ENG U21 CUP | Ipswich U21 | 3:3 | Millwall U21 | 0:1 | -0.5 | Lose |
| 2025-03-11 03:00 | ENG U21 CUP | Swansea City U21 | 0:0 | Ipswich U21 | 0:0 | 0.5 | Win |
| 2025-03-04 21:00 | ENG U21 CUP | Ipswich U21 | 3:2 | Queens Park R U21 | 2:0 | 0.75 | Lose |
| 2025-04-21 20:00 | ENG U21 CUP | Bournemouth AFC U21 | 7:0 | Ipswich U21 | 4:0 | 1 | Lose |
