| Country: | Republic of Ireland |
| FAI Cup | |
| Year: | 1928–29 |
| Winners: | Shamrock Rovers |
| Count: | 2 |
| Goals: | 65 |
| Matches: | 19 |
| Prev Season: | 1927-28 |
| Next Season: | 1929-30 |
The FAI Cup 1928 - 29 was the eighth edition of Ireland's premier cup competition, The Football Association of Ireland Challenge Cup or FAI Cup. The tournament began on 5 January 1929 and concluded on 6 April with the final replay held at Shelbourne Park, Dublin. An official attendance of approximately 15,000 people watched Shamrock Rovers win the first of five FAI Cup titles in a row by defeating holders Bohemians.
| Tie no | Home team | Score | Away team | Date | |
|---|---|---|---|---|---|
| 1 | Bohemians | 2-0 | St James's Gate | 5 January 1929 | |
| 2 | Richmond Rovers | 0-2 | Dundalk | 5 January 1929 | |
| 3 | Shamrock Rovers | 3-2 | Shelbourne | 5 January 1929 | |
| 4 | Bray Unknowns | 2-1 | Brideville | 6 January 1929 | |
| 5 | Drumcondra | 3-1 | Fordsons | 6 January 1929 | |
| 6 | Fermoy | 0-1 | Richmond United | 6 January 1929 | |
| 7 | Jacobs | 1-1 | Dolphin | 6 January 1929 | |
| replay | Dolphin | 2-3 | Jacobs | 9 January 1929 | |
| 8 | Waterford Celtic | 1-1 | Cork Bohemians | 6 January 1929 | |
| replay | Cork Bohemians | 4-1 | Waterford Celtic | 9 January 1929 |
| Tie no | Home team | Score | Away team | Date | |
|---|---|---|---|---|---|
| 1 | Bohemians | 2-2 | Jacobs | 19 January 1929 | |
| replay | Jacobs | 2-4 | Bohemians | 23 January 1929 | |
| 2 | Dundalk | 6-2 | Bray Unknowns | 19 January 1929 | |
| 3 | Shamrock Rovers | 4-0 | Richmond United | 19 January 1929 | |
| 4 | Drumcondra | 3-1 | Cork Bohemians | 20 January 1929 |
----
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.