Matches: 1957 – 1958 | Match Pictures: 1957-58 | League Cup |
Celtic were in Group 3
| Celtic |
3 – 2 | Airdrie |
Link |
| Hibernian |
4 – 0 |
East Fife |
|
| Airdrie |
4 – 1 | Hibernian | |
| East Fife |
1 – 4 |
Celtic | Link |
| East Fife |
1 – 3 |
Airdrie |
|
| Hibernian |
3 – 1 | Celtic | Link |
| Airdrie |
1 – 2 | Celtic | Link |
| East Fife |
2 – 2 |
Hibernian | |
| Celtic |
6 – 1 |
East Fife |
Link |
| Hibernian | 5 – 1 | Airdrie |
|
| Airdrie | 9 – 1 | East Fife |
|
| Celtic |
2 – 0 |
Hibernian | Link |
Celtic were joined by the following teams in the Quarter Finals:
| Group | Team | W | D | L | F | A | GAv | Pts |
| 1 | Aberdeen | 6 | 0 | 0 | 22 | 12 | 1.83 | 12 |
| 2 | Rangers | 4 | 0 | 2 | 18 | 10 | 1.80 | 8 |
| 3 | Celtic | 5 | 0 | 1 | 18 | 8 | 2.25 | 10 |
| 4 | Kilmarnock | 3 | 3 | 0 | 12 | 6 | 2.00 | 9 |
| 5 | Clyde | 6 | 0 | 0 | 38 | 4 | 9.50 | 12 |
| 6 | Brechin City | 3 | 1 | 2 | 18 | 12 | 1.50 | 7 |
| 7 | Third Lanark | 4 | 2 | 0 | 13 | 6 | 2.17 | 10 |
| 8 | Hamilton Accies | 4 | 2 | 0 | 15 | 5 | 3.00 | 10 |
| 9 | Montrose * | 3 | 0 | 1 | 11 | 6 | 1.83 | 6 |
* Montrose were in the expanded group 9 of 5 teams
Supplementary Round:
Montrose 1 – 0 Hamilton Accies
Hamilton Accies 3 – 0 Montrose
Aggregate:
Morton 1 – 3 Hamilton Accies
Quarter Finals
| Team | Agg. | Team | 1st Leg | 2nd Leg | Playoff |
| Aberdeen | 3-6 | Clyde |
1-2 | 2-4 | |
| Celtic |
9-1 | Third Lanark |
6-1 | 3-0 | |
| Hamilton Accies | 3-4 | Brechin City |
2-4 | 1-0 | |
| Kilmarnock |
3-4 | Rangers | 2-1 | 1-3 |
Semi Finals:
| Team | Team | |
| Celtic | 4-2 | Clyde |
| Rangers |
4-0 | Brechin City |
Final:
Played at Hampden Park, 19th October, 1957.
Winners League Cup 1957-58 Celtic