| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2026-01-07 03:00 | ENG U21 CUP | Derby County U21 | 1:2 | Sheffield Utd U21 | 0:1 | 0.25 | Lose |
| 2025-11-29 03:00 | ENG U21 CUP | Derby County U21 | 0:0 | Sheffield Utd U21 | 0:0 | 0.25 | Lose |
| 2025-09-13 02:00 | ENG U21 CUP | Sheffield Utd U21 | 2:1 | Derby County U21 | 1:0 | 1 | Draw |
| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2025-12-21 22:00 | ENG U21 CUP | Stoke City U21 | 1:1 | Derby County U21 | 0:0 | 0.5 | Win |
| 2025-12-17 03:00 | ENG U21 CUP | Bristol City U21 | 3:2 | Derby County U21 | 1:1 | -0.5 | Lose |
| 2025-11-22 03:00 | ENG U21 CUP | Derby County U21 | 2:2 | Stoke City U21 | 2:2 | 0.25 | Win |
| 2025-10-21 02:00 | ENG U21 CUP | Derby County U21 | 8:2 | Bristol City U21 | 6:2 | 0.5 | Lose |
| 2026-02-07 03:00 | ENG U21 CUP | Manchester United U21 | 0:0 | Derby County U21 | 0:0 | ||
| 2026-01-31 03:00 | ENG U21 CUP | Derby County U21 | 0:0 | Nottingham Forest U21 | 0:0 | ||
| 2026-01-26 21:00 | ENG U21 CUP | Crystal Palace U21 | 0:0 | Derby County U21 | 0:0 | ||
| 2026-01-17 03:00 | ENG U21 CUP | Derby County U21 | 0:0 | Aston Villa U21 | 0:0 | 0 | Draw |
| 2026-01-10 03:00 | ENG U21 CUP | Derby County U21 | 0:0 | Sunderland U21 | 0:0 | 0 | Draw |
| 2025-11-11 03:00 | ENG U21 CUP | Blackburn Rovers U21 | 1:4 | Derby County U21 | 0:4 | 0.25 | Win |
| 2025-11-01 03:00 | ENG U21 CUP | Derby County U21 | 0:3 | Norwich City U21 | 0:1 | 0.25 | Win |
| 2025-10-25 02:00 | ENG U21 CUP | Fulham U21 | 4:4 | Derby County U21 | 4:1 | ||
| 2025-10-04 02:00 | ENG U21 CUP | Southampton U21 | 4:1 | Derby County U21 | 2:0 | 1.5 | Lose |
| 2025-09-27 02:00 | ENG U21 CUP | Derby County U21 | 0:1 | Arsenal U21 | 0:0 | ||
| 2025-09-20 02:00 | ENG U21 CUP | Brighton U21 | 3:1 | Derby County U21 | 1:1 | 1.25 | Lose |
| 2025-08-30 02:00 | ENG U21 CUP | Derby County U21 | 0:2 | Leicester City U21 | 0:0 | -0.75 | Win |
| 2025-08-23 19:00 | ENG U21 CUP | Derby County U21 | 0:3 | Birmingham U21 | 0:2 | ||
| 2025-01-15 03:00 | ENG U21 CUP | Woking | 2:0 | Derby County U21 | 0:0 | 0.75 | Lose |
| 2024-12-04 03:00 | ENG U21 CUP | Wealdstone FC | 2:0 | Derby County U21 | 2:0 | 0.5 | Lose |
| 2024-11-06 03:30 | ENG U21 CUP | Maidenhead United | 3:3 | Derby County U21 | 2:0 | 0.75 | Win |
| 2024-10-16 02:00 | ENG U21 CUP | Aldershot Town | 3:0 | Derby County U21 | 2:0 | 0.25 | Lose |
| 2025-02-01 03:00 | ENG U21 CUP | Chelsea U21 | 2:1 | Derby County U21 | 2:0 | 1.25 | Win |
| 2024-12-07 03:00 | ENG U21 CUP | Derby County U21 | 1:4 | Brentford U21 | 0:2 | 0.5 | Win |
| 2025-01-25 03:00 | ENG U21 CUP | Bournemouth AFC U21 | 0:3 | Derby County U21 | 0:1 | -0.25 | Win |
| 2024-11-09 03:00 | ENG U21 CUP | Derby County U21 | 4:3 | Chelsea U21 | 1:3 | -1 | Lose |
| 2024-10-22 02:00 | ENG U21 CUP | Brentford U21 | 0:1 | Derby County U21 | 0:0 | -0.5 | Win |
| 2024-09-14 02:00 | ENG U21 CUP | Derby County U21 | 2:3 | Bournemouth AFC U21 | 2:1 | 0.5 | Win |
| 2025-04-12 02:00 | ENG U21 CUP | Derby County U21 | 0:0 | Southampton U21 | 0:0 | -0.75 | Lose |
| 2025-04-08 02:00 | ENG U21 CUP | Arsenal U21 | 2:2 | Derby County U21 | 0:1 | 1.5 | Win |
| 2025-03-15 03:00 | ENG U21 CUP | Stoke City U21 | 5:3 | Derby County U21 | 2:2 | -0.25 | Lose |
| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2025-12-23 03:00 | ENG U21 CUP | Bristol City U21 | 1:2 | Sheffield Utd U21 | 1:1 | -0.75 | Win |
| 2025-12-16 03:00 | ENG U21 CUP | Sheffield Utd U21 | 4:2 | Stoke City U21 | 2:1 | 0.5 | Lose |
| 2025-12-06 03:00 | ENG U21 CUP | Sheffield Utd U21 | 2:1 | Bristol City U21 | 1:0 | ||
| 2025-10-29 03:00 | ENG U21 CUP | Stoke City U21 | 1:2 | Sheffield Utd U21 | 1:1 | ||
| 2026-02-03 21:00 | ENG U21 CUP | Fleetwood Town U21 | 0:0 | Sheffield Utd U21 | 0:0 | ||
| 2026-01-27 21:00 | ENG U21 CUP | Barnsley U21 | 0:0 | Sheffield Utd U21 | 0:0 | ||
| 2026-01-20 22:00 | ENG U21 CUP | Sheffield Utd U21 | 1:1 | Crewe U21 | 0:1 | 3 | Win |
| 2026-01-13 21:00 | ENG U21 CUP | Huddersfield Town U21 | 0:1 | Sheffield Utd U21 | 0:0 | -1 | Draw |
| 2025-11-18 22:00 | ENG U21 CUP | Sheffield Utd U21 | 3:0 | Hull U21 | 2:0 | 1.25 | Lose |
| 2025-11-10 22:00 | ENG U21 CUP | Sheffield Utd U21 | 1:0 | Coventry U21 | 0:0 | 2 | Win |
| 2025-11-04 21:00 | ENG U21 CUP | Wigan U21 | 2:1 | Sheffield Utd U21 | 2:1 | -1 | Lose |
| 2025-10-24 21:00 | ENG U21 CUP | Sheffield Utd U21 | 2:0 | Fleetwood Town U21 | 0:0 | 1.75 | Lose |
| 2025-10-21 20:00 | ENG U21 CUP | Peterborough U21 | 6:1 | Sheffield Utd U21 | 4:1 | -1 | Lose |
| 2025-10-14 21:00 | ENG U21 CUP | Sheffield Utd U21 | 5:2 | Barnsley U21 | 2:1 | 2.25 | Lose |
| 2025-10-06 20:00 | ENG U21 CUP | Crewe U21 | 2:3 | Sheffield Utd U21 | 1:2 | -2 | Lose |
| 2025-09-30 02:00 | ENG U21 CUP | Sheffield Wed U21 | 0:1 | Sheffield Utd U21 | 0:1 | -1.25 | Lose |
| 2025-09-22 21:00 | ENG U21 CUP | Sheffield Utd U21 | 3:1 | Huddersfield Town U21 | 0:1 | 2.5 | Win |
| 2025-09-16 21:00 | ENG U21 CUP | Sheffield Utd U21 | 2:0 | Millwall U21 | 2:0 | 1 | Lose |
| 2025-09-05 21:00 | ENG U21 CUP | Watford U21 | 0:5 | Sheffield Utd U21 | 0:3 | -0.5 | Win |
| 2025-08-30 02:45 | ENG U21 CUP | Sheffield Utd U21 | 3:1 | Charlton Athletic U21 | 1:0 | 0.25 | Lose |
| 2025-08-24 20:00 | ENG U21 CUP | Brentford U21 | 1:3 | Sheffield Utd U21 | 0:1 | 0.5 | Win |
| 2025-05-12 20:00 | ENG U21 CUP | Sheffield Utd U21 | 1:1 | Brentford U21 | 0:1 | 0 | Draw |
| 2025-03-13 03:00 | ENG U21 CUP | Sheffield Utd U21 | 1:4 | Southampton U21 | 1:2 | 0.5 | Win |
| 2025-02-01 03:00 | ENG U21 CUP | Huddersfield Town U21 | 3:2 | Sheffield Utd U21 | 3:1 | ||
| 2024-11-26 03:00 | ENG U21 CUP | Sheffield Utd U21 | 2:1 | Sunderland U21 | 0:1 | 0 | Lose |
| 2024-11-12 03:00 | ENG U21 CUP | Sheffield Utd U21 | 7:2 | Huddersfield Town U21 | 2:1 | 2.25 | Lose |
| 2025-01-15 03:00 | ENG U21 CUP | Wolverhampton U21 | 1:2 | Sheffield Utd U21 | 0:1 | -0.25 | Win |
| 2024-09-18 02:00 | ENG U21 CUP | Sheffield Utd U21 | 3:0 | Wolverhampton U21 | 1:0 | 0.25 | Lose |
| 2024-09-07 02:00 | ENG U21 CUP | Sunderland U21 | 0:1 | Sheffield Utd U21 | 0:0 | 0 | Win |
| 2025-05-05 20:00 | ENG U21 CUP | Swansea City U21 | 5:0 | Sheffield Utd U21 | 2:0 | -0.5 | Lose |
