Division Three (South) Cup 1938-39 Winners: competition not completed Winners from previous season: Reading The competition was not completed. A semi-final replay and the final were held over at the end of the 1938-39 season, and before they could be played in 1939-40, the Second World War was declared on 1 September 1939. As a result, the Football League season was abandoned. The competition, together with its Northern counterpart, was not restarted after the war finished in 1945. First round
| 14 September 1938 | Exeter City | 1 | - | 1 | Swindon Town | 1,000 | St James's Park, Exeter | 12 October 1938 | Mansfield Town | 3 | - | 0 | Notts County | 1,616 | Field Mill, Mansfield | 29 September 1938 | Newport County | 1 | - | 0 | Bristol Rovers | 709 | Somerton Park, Newport | 28 September 1938 | Northampton Town | 1 | - | 1 | Southend United | 500 | County Ground, Northampton | 26 September 1938 | Port Vale | 4 | - | 0 | Walsall | 2,500 | Old Recreation Ground, Hanley | 26 October 1938 | Reading | 5 | - | 1 | Watford | 801 | Elm Park, Reading | Bye | Aldershot | | | | | | | Bye | Bournemouth & Boscombe Athletic | | | | | | | Bye | Brighton & Hove Albion | | | | | | | Bye | Bristol City | | | | | | | Bye | Cardiff City | | | | | | | Bye | Clapton Orient | | | | | | | Bye | Crystal Palace | | | | | | | Bye | Ipswich Town | | | | | | | Bye | Queen's Park Rangers | | | | | | | Bye | Torquay United | | | | | | | Replays | 5 October 1938 | Southend United | 2 | - | 3 | Northampton Town | 1,000 | Southend Stadium, Southend | 19 October 1938 | Swindon Town | 2 | - | 3 | Exeter City | 1,381 | County Ground, Swindon | Second round
| 10 December 1938 | Brighton & Hove Albion | 2 | - | 3 | Crystal Palace | 6,000 | Goldstone Ground, Brighton | 16 November 1938 | Bristol City | 6 | - | 0 | Cardiff City | 670 | Ashton Gate, Bristol | 1 February 1939 | Exeter City | 1 | - | 2 | Bournemouth & Boscombe Athletic | 1,000 | St James's Park, Exeter | 23 January 1939 | Northampton Town | 1 | - | 1 | Ipswich Town | 400 | County Gorund, Northampton | 13 February 1939 | Port Vale | 3 | - | 1 | Mansfield Town | | Old Recreation Ground, Hanley | 30 January 1939 | Queen's Park Rangers | 1 | - | 0 | Aldershot | | Loftus Road, London | 7 January 1939 | Reading | 4 | - | 0 | Clapton Orient | 2,335 | Elm Park, Reading | 8 February 1939 | Torquay United | 0 | - | 0 | Newport County | | Plainmoor, Torquay | Replays
| 23 January 1939 | Ipswich Town | 1 | - | 0 | Northampton Town | 400 | Portman Road, Ipswich | 22 February 1939 | Newport County | 1 | - | 3 | Torquay United | 618 | Somerton Park, Newport | Quarter-finals
| 22 March 1939 | Bristol City | 0 | - | 1 | Torquay United | 633 | Ashton Gate, Bristol | 27 February 1939 | Port Vale | 2 | - | 0 | Ipswich Town | 300 | Old Recreation Ground, Hanley | 20 February 1939 | Queen's Park Rangers | 3 | - | 2 | Bournemouth & Boscombe Athletic | 2,000 | Loftus Road, London | 8 March 1939 | Reading | 0 | - | 0 | Crystal Palace | 1,218 | Elm Park, Reading | Replay
| 22 March 1939 | Crystal Palace | 6 | - | 4 | Reading | 2,071 | Selhurst Park, London | Semi-Final
| 4 May 1939 | Queen's Park Rangers | 0 | - | 0 | Port Vale | | Loftus Road, London | 29 March 1939 | Torquay United | 4 | - | 2 | Crystal Palace | | Plainmoor, Torquay | Replay | never played | Port Vale | | | | Queen's Park Rangers | | | Final | never played | Torquay United | | | | Queen's Park Rangers or Port Vale | | |
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