| Country: | Republic of Ireland |
| FAI Cup | |
| Year: | 1926–27 |
| Winners: | Drumcondra |
| Count: | 1 |
| Goals: | 44 |
| Matches: | 12 |
| Prev Season: | 1925–26 |
| Next Season: | 1927–28 |
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
| 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 |
| 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 |
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A. From 1923 to 1936, the FAI Cup was known as the Free State Cup.
B. Attendances were calculated using gate receipts which limited their accuracy as a large proportion of people, particularly children, attended football matches in Ireland throughout the 20th century for free by a number of means.