| Date | Competition | Glentoran Versus | Result | Match Report | Venue |
| 5th Oct | 
1st Round |
Ards | Won 1-2 | Away | |
| 26th Oct |
Q-Final |
Glenavon | Won 1-2 | Yes | Away |
| 10th Nov |
S-Final 1st Leg |
Cliftonville | Drew 0-0 | Home | |
| 16th Nov |
S-Final 2nd Leg |
Cliftonville |
Drew 2-2 Won 4-3 on Pens |
Yes | Away |
| 30th Dec |
Final |
Linfield | Won 2-4 | Yes | Away |