The 1938–39 season was the 30th in the history of the Isthmian League, an English football competition.
Leytonstone were champions for the second time in a row, winning their third Isthmian League title. At the end of the season Casuals merged with Corinthian to form a new club Corinthian-Casuals.
League table
| Season | 1938–39 |
|---|---|
| Champions | Leytonstone |
| Matches played | 182 |
| Goals scored | 747 (4.1 per match) |
← 1937–38 1945–46 → | |
| Pos | Team | Pld | W | D | L | GF | GA | GR | Pts | Results |
|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Leytonstone | 26 | 18 | 4 | 4 | 68 | 32 | 2.125 | 40 | |
| 2 | Ilford | 26 | 17 | 4 | 5 | 68 | 32 | 2.125 | 38 | |
| 3 | Kingstonian | 26 | 17 | 3 | 6 | 62 | 39 | 1.590 | 37 | |
| 4 | Dulwich Hamlet | 26 | 15 | 5 | 6 | 60 | 32 | 1.875 | 35 | |
| 5 | Wimbledon | 26 | 14 | 3 | 9 | 88 | 56 | 1.571 | 31 | |
| 6 | Nunhead | 26 | 11 | 6 | 9 | 54 | 44 | 1.227 | 28 | Left league at end of season |
| 7 | Casuals | 26 | 11 | 6 | 9 | 54 | 51 | 1.059 | 28 | Merged with Corinthian to form Corinthian-Casuals |
| 8 | Clapton | 26 | 12 | 2 | 12 | 69 | 61 | 1.131 | 26 | |
| 9 | Wycombe Wanderers | 26 | 10 | 6 | 10 | 62 | 62 | 1.000 | 26 | |
| 10 | St Albans City | 26 | 8 | 5 | 13 | 44 | 50 | 0.880 | 21 | |
| 11 | Woking | 26 | 9 | 2 | 15 | 35 | 56 | 0.625 | 20 | |
| 12 | Oxford City | 26 | 4 | 4 | 18 | 44 | 84 | 0.524 | 12 | |
| 13 | Tufnell Park | 26 | 4 | 4 | 18 | 33 | 87 | 0.379 | 12 | |
| 14 | London Caledonians | 26 | 3 | 4 | 19 | 26 | 81 | 0.321 | 10 | Left league at end of season |