Southern Professional Floodlit Cup 1956-57 Winners: Luton Town Runners-up: Reading Winners from previous season: West Ham United First round
| 26 September 1956 | Luton Town | 4 | - | 2 | Chelsea | 6,861 | Kenilworth Road, Luton | 2 October 1956 | Arsenal | 4 | - | 0 | Crystal Palace | 4,685 | Highbury, London | 2 October 1956 | West Ham United | 4 | - | 1 | Leyton Orient | 14,500 | Boleyn Ground, London | 8 October 1956 | Queen's Park Rangers | 5 | - | 2 | Millwall | 5,000 | Loftus Road, London | 9 October 1956 | Watford | 2 | - | 2 | Charlton Athletic | 5,527 | Vicarage Road, Watford | Replay
| 23 October 1956 | Charlton Athletic | 1 | - | 4 | Watford | 1,634 | The Den, London | Quarter-finals | 7 November 1956 | Luton Town | 4 | - | 3 | Watford | 3,935 | Kenilworth Road, Luton | 12 November 1956 | Aldershot | 1 | - | 1 | Brentford | 3,200 | Recreation Ground, Aldershot | 12 November 1956 | West Ham United | 1 | - | 1 | Arsenal | 14,000 | Boleyn Ground, London | 26 November 1956 | Queen's Park Rangers | 1 | - | 2 | Reading | 3,012 | Loftus Road, London | Replays
| 27 November 1956 | Brentford | 4 | - | 3 | Aldershot | 4,250 | Griffin Park, London | 4 December 1956 | Arsenal | 3 | - | 2 | West Ham United | 14,156 | Highbury, London | Semi-Finals
| 26 March 1957 | Brentford | 0 | - | 4 | Luton Town | 7,200 | Griffin Park, London | 3 April 1957 | Reading | 2 | - | 1 | Arsenal | 9,799 | Elm Park, Reading | Final | 15 April 1957 | Reading | 1 | - | 2 | Luton Town | 15,599 | Elm Park, Reading |
|