Leinster Senior Football Championship 1999
| 1st Round | 2nd Round | Quarter-finals | Semi-finals | Final | Champions |
| Wexford | |
| v | Longford |
| Longford | | | |
| v | Westmeath |
| Carlow | | | |
| v | Westmeath | v | Laois |
| Westmeath | | Laois |
| | Dublin | v | Dublin |
| | v | Dublin |
| | Louth |
| | Kildare | | v |  | Meath |
| | v | Offaly |
| | Offaly | |
| | Wicklow | v | Meath |
| | v | Meath |
| | Meath |
Dates & Venues
| Round | Date | Fixture | Venue |
| Prelim 1 | May 9 | Carlow | 1-8 | 2-10 | Westmeath | Carlow |
| Prelim 2 | May 9 | Wexford | 0-16 | 1-13 | Longford | New Ross |
| Prelim 2 Replay | May 16 | Longford | 2-15 | 0-11 | Wexford | Longford |
| Prelim | May 23 | Longford | 2-9 | 3-17 | Westmeath | TBA |
| Quarter-final 1 | June 6 | Meath | 2-10 | 0-6 | Wicklow | Croke Park |
| Quarter-final 2 | June 6 | Dublin | 2-15 | 0-14 | Louth | Croke Park |
| Quarter-final 3 | June 13 | Laois | 1-16 | 1-8 | Westmeath | Croke Park |
| Quarter-final 4 | June 13 | Kildare | 0-7 | 0-11 | Offaly | Croke Park |
| Semi-final 1 | June 27 | Dublin | 1-11 | 0-14 | Laois | Croke Park |
| Semi-final 1 Replay | July 18 | Dublin | 0-16 | 1-11 | Laois | Croke Park |
| Semi-final 2 | July 4 | Meath | 1-13 | 0-9 | Offaly | Croke Park |
| Final | August 1 | Dublin | 0-12 | 1-14 | Meath | Croke Park |
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