| 2021-02-26 12:00:52February 26, 2021 | LILYWHITES OPEN 2021 WITH A WIN | 2 - 1 | N/A | Match Report |
| 2021-03-06 13:00:58March 6, 2021 | LILYWHITES RETAIN MALONE CUP | 2 - 3 | N/A | Match Report |
| 2021-03-12 19:45:32March 12, 2021 | ABIBI THE HERO IN SHOOTOUT WIN | 1 - 1 | N/A | Match Report |
| 2021-03-20 18:00:00March 20, 2021 | A POINT APIECE IN SLIGO | 1 - 1 | N/A | Match Report |
| 2021-03-26 17:45:34March 26, 2021 | FOLEY'S DOUBLE SINKS DUNDALK | 1 - 2 | N/A | Match Report |
| 2021-04-02 19:45:00April 2, 2021 | POOR START CONTINUES IN TALLAGHT | 2 - 1 | N/A | Match Report |
| 2021-04-09 19:45:13April 9, 2021 | GEORGIE PILES MORE MISERY ON | 0 - 1 | N/A | Match Report |
| 2021-04-17 18:00:39April 17, 2021 | JUNIOR SALVAGES A POINT | 1 - 1 | N/A | Match Report |
| 2021-04-20 19:45:56April 20, 2021 | DERRY HIT BACK FOR A DRAW | 1 - 1 | N/A | Match Report |
| 2021-04-24 18:00:31April 24, 2021 | DUNDALK UP AND RUNNING | 2 - 1 | N/A | Match Report |
| 2021-04-30 19:45:58April 30, 2021 | BACK-TO-BACK WINS AT RSC | 0 - 3 | N/A | Match Report |
| 2021-05-03 17:45:33May 3, 2021 | SHIELDS SNATCHES A POINT | 2 - 2 | N/A | Match Report |
| 2021-05-07 19:45:38May 7, 2021 | LILYWHITES DISAPPOINT AGAIN | 0 - 1 | N/A | Match Report |
| 2021-05-14 17:45:49May 14, 2021 | OLE OFF THE MARK IN BALLYBOFEY | 1 - 1 | N/A | Match Report |
| 2021-05-21 19:45:42May 21, 2021 | DICKY ROCKS ROVERS | 2 - 1 | N/A | Match Report |
| 2021-05-24 17:45:29May 24, 2021 | DUNDALK BATTERED BY BOHS | 5 - 1 | N/A | Match Report |
| 2021-05-28 19:45:19May 28, 2021 | DUNDALK BOUNCE BACK IN INCHICORE | 0 - 2 | N/A | Match Report |
| 2021-06-11 19:45:51June 11, 2021 | RAGGED DUNDALK SUFFER THE BLUES | 1 - 3 | N/A | Match Report |
| 2021-06-18 19:45:09June 18, 2021 | Dundalk FC 1-1 Longford Town | 1 - 1 | N/A | Match Report |
| 2021-06-21 19:45:37June 21, 2021 | Drogheda United 0-1 Dundalk FC | 0 - 1 | N/A | Match Report |
| 2021-06-25 19:45:24June 25, 2021 | Dundalk FC 2-1 Derry City | 2 - 1 | N/A | Match Report |
| 2021-07-02 20:00:20July 2, 2021 | Shamrock Rovers 3-1 Dundalk FC | 3 - 1 | N/A | Match Report |
| 2021-07-08 19:45:57July 8, 2021 | Dundalk FC 4-0 Newtown AFC | 4 - 0 | N/A | Match Report |
| 2021-07-13 17:45:57July 13, 2021 | Newtown AFC 0-1 Dundalk FC | 0 - 1 | N/A | Match Report |
| 2021-07-17 16:00:45July 17, 2021 | Dundalk FC 1-0 Finn Harps | 1 - 0 | N/A | Match Report |
| 2021-07-22 20:00:53July 22, 2021 | Dundalk FC 2-2 FCI Levadia Tallinn | 2 - 2 | N/A | Match Report |
| 2021-07-25 14:00:27July 25, 2021 | Treaty United 0-1 Dundalk FC | 0 - 1 | N/A | Match Report |
| 2021-07-29 17:30:17July 29, 2021 | FCI Levadia Tallinn 1-2 Dundalk FC | 1 - 2 | N/A | Match Report |
| 2021-08-05 18:00:55August 5, 2021 | Vitesse Arnhem 2-2 Dundalk FC | 2 - 2 | N/A | Match Report |
| 2021-08-08 15:00:12August 8, 2021 | Dundalk FC 1-4 St Patrick's Athletic | 1 - 4 | N/A | Match Report |
| 2021-08-12 20:00:27August 12, 2021 | Dundalk FC 1-2 Vitesse Arnhem | 1 - 2 | N/A | Match Report |
| 2021-08-15 15:00:28August 15, 2021 | Derry City 1-0 Dundalk FC | 1 - 0 | N/A | Match Report |
| 2021-08-20 19:45:17August 20, 2021 | Dundalk FC 1-2 Drogheda United | 1 - 2 | N/A | Match Report |
| 2021-08-27 19:45:04August 27, 2021 | Dundalk FC 5-1 St Mochta's | 5 - 1 | N/A | Match Report |
| 2021-09-03 19:45:22September 3, 2021 | Waterford FC 1-1 Dundalk FC | 1 - 1 | N/A | Match Report |
| 2021-09-11 19:30:12September 11, 2021 | Longford Town 1-0 Dundalk FC | 1 - 0 | N/A | Match Report |
| 2021-09-14 19:45:26September 14, 2021 | Sligo Rovers 2-1 Dundalk FC | 2 - 1 | N/A | Match Report |
| 2021-09-17 20:00:34September 17, 2021 | Finn Harps 3-3 Dundalk FC | 3 - 3 | N/A | Match Report |
| 2021-09-21 19:45:36September 21, 2021 | Dundalk FC 3-1 Finn Harps | 3 - 1 | N/A | Match Report |
| 2021-09-24 19:45:18September 24, 2021 | Dundalk FC 4-1 Sligo Rovers | 4 - 1 | N/A | Match Report |
| 2021-09-27 19:45:10September 27, 2021 | Dundalk FC 2-1 Bohemians | 2 - 1 | N/A | Match Report |
| 2021-10-01 20:00:12October 1, 2021 | Finn Harps 2-2 Dundalk FC | 2 - 2 | N/A | Match Report |
| 2021-10-08 19:45:17October 8, 2021 | Dundalk FC 1-0 Shamrock Rovers | 1 - 0 | N/A | Match Report |
| 2021-10-15 19:45:30October 15, 2021 | Bohemians 1-1 Dundalk FC | 1 - 1 | N/A | Match Report |
| 2021-10-22 19:45:37October 22, 2021 | St Patrick's Athletic 3-1 Dundalk FC | 3 - 1 | N/A | Match Report |
| 2021-10-25 19:45:27October 25, 2021 | St Patrick's Athletic 1-0 Dundalk FC | 1 - 0 | N/A | Match Report |
| 2021-10-29 19:45:27October 29, 2021 | Dundalk FC 1-0 Waterford FC | 1 - 0 | N/A | Match Report |
| 2021-11-04 19:45:54November 4, 2021 | Drogheda United 0-1 Dundalk FC | 0 - 1 | N/A | Match Report |
| 2021-11-07 17:00:00November 7, 2021 | Dundalk FC 2-0 Longford Town | 2 - 0 | N/A | Match Report |
| 2021-11-19 19:45:57November 19, 2021 | Dundalk FC 1-2 Derry City | 1 - 2 | N/A | Match Report |
