|Dates||19 April – 3 November 2019|
|Number of teams||40|
The 2019 FAI Cup (known as the Irish Daily Mail FAI Cup for sponsorship purposes) is the 99th edition of the Republic of Ireland's primary national cup competition.
The draw for the qualifying round was made on 20 March 2019. Former Republic of Ireland international Keith Fahey and FAI Vice President Noel Fitzroy performed the draw at FAI HQ, with representatives from the clubs in attendance.
A total of 20 teams were in the qualifying round draw: 16 intermediate clubs and four junior clubs.
All ties were set to be played the week ending Sunday, April 21.
|19 April 2019||Maynooth University Town||5-1||Rockmount||Maynooth|
|Report||Whelan-Aherne 7'||Stadium: Rathcoffey Road|
|19 April 2019||St. Mochta's||0-1||Collinstown||Clonsilla|
|19:45||Report||McNeill 26'||Stadium: Porterstown Road|
|20 April 2019||Newtown Rangers||3-4||Avondale United||Tallaght|
|Report||Shovlin 23', 113'
|Stadium: Farrell Park|
|20 April 2019||UCC||0-2||Malahide United||Cork|
|Stadium: The Farm|
|20 April 2019||Glebe North||2-1||Midleton||Balbriggan|
|14:00||O'Connor 30', 72'||Report||82'||Stadium: Market Green|
|21 April 2019||Glengad United||1-1
|15:00||Fildara 80'||Report||Gilsenan 85'||Stadium: The Crua|
|TBA||Lucan United||v||Aisling Annacotty||Lucan|
|[ Report]||Stadium: Airlie Heights|
|TBA||St. Michael's||v||Regional United||Tipperary|
|[ Report]||Stadium: Cooke Park|
- Main article: 2019 FAI Cup Final
|3 November 2019
- 2019 League of Ireland Premier Division
- 2019 League of Ireland First Division
- 2019 League of Ireland Cup