1969-09-02
| Cup and International Matches |
| League Cup Round 2 |
Venue | Gate | Notes |
| D 2 | Bristol City | 0 | 0 | Leicester City | D 2 | Ashton Gate | 15,883 | |
| | Lineups | | | | | |
| D 2 | Carlisle United | 2 | 0 | Huddersfield Town | D 2 | Brunton Park | 11,198 | |
| McIlmoyle 2 | Lineups | | | | | |
| D 2 | Charlton Athletic | 0 | 2 | Wrexham | D 4 | The Valley | 10,255 | |
| | Lineups | Kinsey B OG, Mason | | | | |
| D 1 | Coventry City | 0 | 1 | Chelsea | D 1 | Highfield Road | 24,790 | |
| | Lineups | Hutchinson | | | | |
| D 2 | Sheffield United | 2 | 0 | Newcastle United | D 1 | Bramall Lane | 22,101 | |
| Woodward, Tudor | Lineups | | | | | |
| D 3 | Shrewsbury Town | 2 | 2 | Southend United | D 4 | Gay Meadow | 4,968 | |
| Wood (p), McLaughlin | Lineups | Moore, Beesley | | | | |
| D 1 | Southampton | 1 | 1 | Arsenal | D 1 | The Dell | 21,111 | |
| Channon | Lineups | McNab | | | | |
| D 4 | Swansea City | 1 | 3 | Swindon Town | D 2 | Vetch Field | 11,645 | |
| Gwyther | Lineups | Noble 3 | | | | |
