| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2026-02-10 03:00 | ENG U21 CUP | Watford U21 | 0:0 | Charlton Athletic U21 | 0:0 | ||
| 2025-10-21 20:00 | ENG U21 CUP | Charlton Athletic U21 | 3:1 | Watford U21 | 1:0 | 1 | Lose |
| 2025-03-07 21:00 | ENG U21 CUP | Charlton Athletic U21 | 2:1 | Watford U21 | 1:1 | 1.5 | Win |
| 2024-09-20 20:00 | ENG U21 CUP | Watford U21 | 2:3 | Charlton Athletic U21 | 1:3 | -0.75 | Lose |
| 2024-02-26 21:30 | ENG U21 CUP | Charlton Athletic U21 | 2:3 | Watford U21 | 1:1 | 1.25 | Win |
| 2023-11-21 21:00 | ENG U21 CUP | Watford U21 | 0:0 | Charlton Athletic U21 | 0:0 | ||
| 2023-02-20 21:00 | ENG U21 CUP | Charlton Athletic U21 | 6:1 | Watford U21 | 2:0 | ||
| 2022-09-27 22:00 | ENG U21 CUP | Watford U21 | 0:2 | Charlton Athletic U21 | 0:0 | -0.5 | Lose |
| 2015-11-11 | ENG U21 CUP | Watford U21 | 1:2 | Charlton Athletic U21 | 0:0 | ||
| 2016-04-22 | ENG U21 CUP | Watford U21 | 2:0 | Charlton Athletic U21 | 2:0 | ||
| 2015-10-19 | ENG U21 CUP | Charlton Athletic U21 | 2:1 | Watford U21 | 0:1 |
| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2025-12-17 03:00 | ENG U21 CUP | Blackburn Rovers U21 | 4:2 | Watford U21 | 2:2 | ||
| 2025-12-11 03:00 | ENG U21 CUP | Coventry U21 | 0:0 | Watford U21 | 0:0 | 0.25 | Win |
| 2025-12-04 03:00 | ENG U21 CUP | Watford U21 | 2:1 | Leyton Orient U21 | 1:0 | 0.25 | Lose |
| 2025-11-22 03:00 | ENG U21 CUP | Watford U21 | 2:1 | Blackburn Rovers U21 | 1:0 | 0.25 | Lose |
| 2025-10-18 02:00 | ENG U21 CUP | Watford U21 | 4:1 | Coventry U21 | 2:1 | 0 | Lose |
| 2025-09-10 02:00 | ENG U21 CUP | Leyton Orient U21 | 3:2 | Watford U21 | 1:0 | ||
| 2026-02-13 21:00 | ENG U21 CUP | Colchester United U21 | 0:0 | Watford U21 | 0:0 | ||
| 2026-02-03 21:00 | ENG U21 CUP | Watford U21 | 5:0 | Queens Park R U21 | 1:0 | 0.5 | Lose |
| 2026-01-14 03:00 | ENG U21 CUP | Cardiff City U21 | 2:5 | Watford U21 | 0:1 | 0.75 | Win |
| 2025-11-17 21:00 | ENG U21 CUP | Watford U21 | 3:1 | Bristol City U21 | 1:1 | 0.5 | Lose |
| 2025-11-08 20:00 | ENG U21 CUP | Brentford U21 | 0:0 | Watford U21 | 0:0 | ||
| 2025-11-04 21:00 | ENG U21 CUP | Watford U21 | 6:0 | Colchester United U21 | 3:0 | 0.75 | Lose |
| 2025-10-27 22:00 | ENG U21 CUP | Watford U21 | 5:4 | Swansea City U21 | 2:3 | 0 | Lose |
| 2025-10-10 21:00 | ENG U21 CUP | Queens Park R U21 | 1:1 | Watford U21 | 0:0 | 0 | Draw |
| 2025-10-06 20:00 | ENG U21 CUP | Watford U21 | 3:1 | Millwall U21 | 2:0 | 0.25 | Lose |
| 2025-09-29 20:00 | ENG U21 CUP | Bournemouth AFC U21 | 1:0 | Watford U21 | 0:0 | 1.25 | Win |
| 2025-09-19 21:00 | ENG U21 CUP | Watford U21 | 0:2 | Cardiff City U21 | 0:2 | 0.25 | Win |
| 2025-09-16 19:00 | ENG U21 CUP | Barnsley U21 | 0:3 | Watford U21 | 0:1 | 0.5 | Win |
| 2025-09-05 21:00 | ENG U21 CUP | Watford U21 | 0:5 | Sheffield Utd U21 | 0:3 | -0.5 | Win |
| 2025-09-01 20:00 | ENG U21 CUP | Crewe U21 | 2:3 | Watford U21 | 1:0 | -1 | Draw |
| 2025-02-04 22:00 | ENG U21 CUP | Ipswich U21 | 4:2 | Watford U21 | 2:1 | 0.75 | Lose |
| 2024-12-20 03:00 | ENG U21 CUP | Cardiff City U21 | 3:1 | Watford U21 | 1:0 | 0.75 | Lose |
| 2024-11-26 03:00 | ENG U21 CUP | Watford U21 | 1:0 | Everton U21 | 0:0 | -0.5 | Lose |
| 2024-11-09 21:00 | ENG U21 CUP | Watford U21 | 2:0 | Ipswich U21 | 1:0 | -0.25 | Lose |
| 2024-10-18 02:00 | ENG U21 CUP | Watford U21 | 0:2 | Cardiff City U21 | 0:2 | -0.25 | Win |
| 2024-09-14 02:00 | ENG U21 CUP | Everton U21 | 2:1 | Watford U21 | 0:0 | 0.75 | Lose |
| 2025-05-05 21:00 | ENG U21 CUP | Watford U21 | 1:1 | Sheffield Wed U21 | 0:0 | 0.25 | Win |
| 2025-04-22 20:00 | ENG U21 CUP | Burnley U21 | 4:1 | Watford U21 | 2:0 | 1.25 | Lose |
| 2025-04-11 20:00 | ENG U21 CUP | Watford U21 | 1:2 | Peterborough U21 | 0:2 | 0.75 | Win |
| 2025-04-04 21:00 | ENG U21 CUP | Barnsley U21 | 1:1 | Watford U21 | 0:1 | 0.25 | Win |
| Date | League | Home | Results | Away | HT | HDP | W/L |
|---|---|---|---|---|---|---|---|
| 2025-12-23 03:00 | ENG U21 CUP | Ipswich U21 | 3:0 | Charlton Athletic U21 | 2:0 | 0.5 | Lose |
| 2025-12-17 03:00 | ENG U21 CUP | Charlton Athletic U21 | 0:5 | Leicester City U21 | 0:2 | 0.25 | Win |
| 2025-12-03 03:00 | ENG U21 CUP | Charlton Athletic U21 | 1:1 | Preston North End U21 | 0:0 | 1 | Win |
| 2025-11-19 03:00 | ENG U21 CUP | Charlton Athletic U21 | 2:1 | Ipswich U21 | 1:0 | -0.25 | Lose |
| 2025-10-18 02:00 | ENG U21 CUP | Leicester City U21 | 3:4 | Charlton Athletic U21 | 1:0 | 0.25 | Win |
| 2025-09-24 02:00 | ENG U21 CUP | Preston North End U21 | 1:2 | Charlton Athletic U21 | 0:0 | ||
| 2026-02-15 21:00 | ENG U21 CUP | Brentford U21 | 0:0 | Charlton Athletic U21 | 0:0 | ||
| 2026-02-03 21:30 | ENG U21 CUP | Charlton Athletic U21 | 0:0 | Millwall U21 | 0:0 | 0.5 | Win |
| 2026-01-27 21:00 | ENG U21 CUP | Charlton Athletic U21 | 0:0 | Colchester United U21 | 0:0 | 1.75 | Win |
| 2026-01-23 21:30 | ENG U21 CUP | Queens Park R U21 | 2:2 | Charlton Athletic U21 | 2:1 | 0.25 | Win |
| 2026-01-12 21:00 | ENG U21 CUP | Bournemouth AFC U21 | 4:1 | Charlton Athletic U21 | 4:1 | 0.25 | Lose |
| 2025-11-25 21:00 | ENG U21 CUP | Charlton Athletic U21 | 0:3 | Cardiff City U21 | 0:1 | 0.5 | Win |
| 2025-11-08 03:00 | ENG U21 CUP | Swansea City U21 | 3:0 | Charlton Athletic U21 | 2:0 | 0.5 | Lose |
| 2025-11-04 21:00 | ENG U21 CUP | Charlton Athletic U21 | 1:1 | Brentford U21 | 0:1 | 0 | Draw |
| 2025-10-28 21:30 | ENG U21 CUP | Millwall U21 | 2:4 | Charlton Athletic U21 | 2:2 | -0.5 | Win |
| 2025-10-10 20:00 | ENG U21 CUP | Colchester United U21 | 2:2 | Charlton Athletic U21 | 2:1 | -1.25 | Lose |
| 2025-10-31 21:30 | ENG U21 CUP | Charlton Athletic U21 | 2:2 | Queens Park R U21 | 1:0 | 1.25 | Win |
| 2025-09-29 20:00 | ENG U21 CUP | Bristol City U21 | 1:2 | Charlton Athletic U21 | 0:2 | -0.5 | Win |
| 2025-12-09 21:00 | ENG U21 CUP | Charlton Athletic U21 | 0:0 | Bournemouth AFC U21 | 0:0 | ||
| 2025-09-16 20:00 | ENG U21 CUP | Hull U21 | 2:4 | Charlton Athletic U21 | 1:2 | 0 | Win |
| 2025-09-09 20:00 | ENG U21 CUP | Charlton Athletic U21 | 3:3 | Crewe U21 | 1:3 | 2.25 | Win |
| 2025-08-30 02:45 | ENG U21 CUP | Sheffield Utd U21 | 3:1 | Charlton Athletic U21 | 1:0 | 0.25 | Lose |
| 2025-08-26 20:10 | ENG U21 CUP | Charlton Athletic U21 | 1:1 | Barnsley U21 | 1:0 | 1.25 | Win |
| 2025-03-12 03:00 | ENG U21 CUP | Charlton Athletic U21 | 7:0 | Blackburn Rovers U21 | 3:0 | 0 | Lose |
| 2025-02-21 21:00 | ENG U21 CUP | Charlton Athletic U21 | 8:1 | Colchester United U21 | 2:1 | ||
| 2025-02-05 03:00 | ENG U21 CUP | Charlton Athletic U21 | 6:2 | Stockport U21 | 1:2 | 0.75 | Lose |
| 2024-12-18 03:00 | ENG U21 CUP | Charlton Athletic U21 | 2:2 | Birmingham U21 | 0:2 | 1 | Win |
| 2025-01-04 20:00 | ENG U21 CUP | Leeds United U21 | 0:3 | Charlton Athletic U21 | 0:2 | 0.25 | Win |
| 2024-11-10 22:00 | ENG U21 CUP | Stockport U21 | 0:2 | Charlton Athletic U21 | 0:0 | ||
| 2025-01-21 03:00 | ENG U21 CUP | Birmingham U21 | 1:3 | Charlton Athletic U21 | 0:1 | -0.75 | Win |
