1926–27 FAI Cup
The FAI Cup 1926-27 was the sixth edition of Ireland's premier cup competition, The Football Association of Ireland Challenge Cup or FAI Cup. The tournament began on 8 January 1927 and concluded on 9 April with the final replay held at Shelbourne Park, Dublin. An official attendance of 10,000 people watched Leinster Senior League side Drumcondra defeat Brideville in the first final to be decided in extra time. Drumcondra completed a cup double having already won the FAI Intermediate Cup
First round
| Tie no | Home team | Score | Away team | Date |
| 1 | Athlone Town | 1-4 | Shelbourne | 8 January 1927 |
| 2 | Bohemians | 6-1 | Dundalk | 8 January 1927 |
| 3 | Bray Unknowns | 3-0 | Shamrock Rovers | 8 January 1927 |
| 4 | Brideville | 2-1 | Cobh Ramblers | 9 January 1927 |
| 5 | Jacobs | 0-3 | Drumcondra | 9 January 1927 |
| 6 | Fordsons | 2-1 | St James's Gate | 9 January 1927 |
Second round
| Tie no | Home team | Score | Away team | Date |
| 1 | Shelbourne | 5-1 | Bray Unknowns | 22 January 1927 |
| 2 | Fordsons | 2-3 | Bohemians | 23 January 1927 |
| Bye | Brideville |
| Bye | Drumcondra |
Semi-finals
----Final
Replay
| Winner of FAI Cup 1926-27 |
| Drumcondra 1st Title |