League Cup 1968-1969

2nd Round
Tue, 3, Sep, 1968
- 7:30 pm
Coventry City
2 0
Portsmouth
Highfield Road
3rd Round
Wed, 25, Sep, 1968
- 7:30 pm
West Ham United
0 0
Coventry City
Upton Park
3rd Round Replay
Tue, 1, Oct, 1968
- 7:30 pm
Coventry City
3 2
West Ham United
Highfield Road
4th Round
Wed, 16, Oct, 1968
- 7:30 pm
Coventry City
2 2
Swindon Town
Highfield Road
4th Round Replay
Mon, 21, Oct, 1968
- 7:30 pm
Swindon Town
3 0
Coventry City
County Ground