| Old Orchard Saturday D2 |
| 02/09/2023 |
| 13:00 | Ballybofey United | 0 | vs | 3 | Swilly Rovers | More |
| Venue : Dreenan Ballybofey Referee : Dessie McLaughlin (Pending) |
| 13:00 | Castlefin Celtic | 0 | vs | 1 | Drumbar United | More |
| Venue : Drumbar FC Referee : George Clinton (Pending) |
| 13:00 | Copany Rovers | 1 | vs | 1 | Ramelton Mariners | More |
| Venue : Killowen Park Laghey Referee : Tony McNamee (Pending) |
| 13:00 | Dunlewey Celtic | 2 | vs | 0 | Drumoghill Res | More |
| Venue : Glentornan park - Dunlewey Referee : Damien McFadden (Pending) |
| 13:00 | Milford United | 2 | vs | 6 | Gweedore Celtic | More |
| Venue : Moyle View Park Milford Referee : Paul Murphy (Pending) |
| 08/09/2023 |
| 18:30 | Ramelton Mariners | 3 | vs | 2 | Milford United | More |
| Venue : Flagpole Field, Rathmullan Referee : Marty McGarrigle (Pending) |
| 09/09/2023 |
| 13:00 | Drumbar United | 0 | vs | 0 | Dunlewey Celtic | More |
| Venue : Brookfield Park, Drumbar Referee : Dessie McLaughlin (Pending) |
| 13:00 | Drumoghill Res | 1 | vs | 1 | Ballybofey United | More |
| Venue : The Moss, Drumoghill Referee : Zach McLoughlin (Pending) |
| 13:00 | Gweedore Celtic | 5 | vs | 2 | Cranford FC Reserves | More |
| Venue : An Screaban, Gweedore Referee : Sean Ferry (Pending) |
| 13:00 | Swilly Rovers | 3 | vs | 2 | Copany Rovers | More |
| Venue : Swilly Park, Ramelton Referee : John Duffy (Pending) |
| 16/09/2023 |
| 13:00 | Ballybofey United | 2 | vs | 2 | Dunlewey Celtic | More |
| Venue : Dreenan Ballybofey Referee : Danny Doherty (Pending) |
| 13:00 | Castlefin Celtic | 1 | vs | 0 | Gweedore Celtic | More |
| Venue : Convoy Referee : Damien McFadden (Pending) |
| 13:00 | Copany Rovers | 2 | vs | 2 | Drumoghill Res | More |
| Venue : Killowen Park Laghey Referee : John McClanaghey (Pending) |
| 13:00 | Cranford FC Reserves | 2 | vs | 7 | Ramelton Mariners | More |
| Venue : Cranford Park Referee : Paul Murphy (Pending) |
| 13:00 | Milford United | 1 | vs | 4 | Swilly Rovers | More |
| Venue : Moyle View Park Milford Referee : Patrick Martin (Pending) |
| 23/09/2023 |
| 13:00 | Drumbar United | 1 | vs | 2 | Ballybofey United | More |
| Venue : Brookfield Park, Drumbar Referee : Seamus McRory (Pending) |
| 13:00 | Drumoghill Res | 3 | vs | 5 | Milford United | More |
| Venue : The Moss, Drumoghill Referee : Mick Lagan (Pending) |
| 13:00 | Dunlewey Celtic | 5 | vs | 2 | Copany Rovers | More |
| Venue : Glentornan park - Dunlewey Referee : Patrick Martin (Pending) |
| 13:00 | Ramelton Mariners | 3 | vs | 0 | Castlefin Celtic | More |
| Venue : Flagpole Field, Rathmullan Referee : Danny Doherty (Pending) |
| 13:00 | Swilly Rovers | 4 | vs | 2 | Cranford FC Reserves | More |
| Venue : Swilly Park, Ramelton Referee : Trevor Hay (Pending) |
| 30/09/2023 |
| 13:00 | Castlefin Celtic | | vs | | Swilly Rovers | More |
| Venue : Parkview Castlefin Referee : Zach McLoughlin (Pending) |
| 13:00 | Copany Rovers | | vs | | Ballybofey United | More |
| Venue : Killowen Park Laghey Referee : Mick Lagan (Pending) |
| 13:00 | Cranford FC Reserves | | vs | | Drumoghill Res | More |
| Venue : Cranford Park Referee : John Duffy (Pending) |
| 13:00 | Gweedore Celtic | | vs | | Drumbar United | More |
| Venue : An Screaban, Gweedore Referee : Con McLaughlin (Pending) |
| 13:00 | Milford United | | vs | | Dunlewey Celtic | More |
| Venue : Moyle View Park Milford Referee : Vincent McLoughlin (Pending) |
| 07/10/2023 |
| 13:00 | Ballybofey United | | vs | | Milford United | More |
| Venue : Dreenan Ballybofey Referee : TBC (Pending) |
| 13:00 | Drumbar United | | vs | | Copany Rovers | More |
| Venue : Brookfield Park, Drumbar Referee : TBC (Pending) |
| 13:00 | Drumoghill Res | | vs | | Castlefin Celtic | More |
| Venue : The Moss, Drumoghill Referee : TBC (Pending) |
| 13:00 | Dunlewey Celtic | | vs | | Cranford FC Reserves | More |
| Venue : Glentornan park - Dunlewey Referee : TBC (Pending) |
| 13:00 | Ramelton Mariners | | vs | | Gweedore Celtic | More |
| Venue : Flagpole Field, Rathmullan Referee : TBC (Pending) |
| 14/10/2023 |
| 13:00 | Castlefin Celtic | | vs | | Dunlewey Celtic | More |
| Venue : Parkview Castlefin Referee : TBC (Pending) |
| 13:00 | Cranford FC Reserves | | vs | | Ballybofey United | More |
| Venue : Cranford Park Referee : TBC (Pending) |
| 13:00 | Gweedore Celtic | | vs | | Swilly Rovers | More |
| Venue : An Screaban, Gweedore Referee : TBC (Pending) |
| 13:00 | Milford United | | vs | | Copany Rovers | More |
| Venue : Moyle View Park Milford Referee : TBC (Pending) |
| 13:00 | Ramelton Mariners | | vs | | Drumbar United | More |
| Venue : Flagpole Field, Rathmullan Referee : TBC (Pending) |
| 21/10/2023 |
| 13:00 | Ballybofey United | | vs | | Castlefin Celtic | More |
| Venue : Dreenan Ballybofey Referee : TBC (Pending) |
| 13:00 | Copany Rovers | | vs | | Cranford FC Reserves | More |
| Venue : Killowen Park Laghey Referee : TBC (Pending) |
| 13:00 | Drumbar United | | vs | | Milford United | More |
| Venue : Brookfield Park, Drumbar Referee : TBC (Pending) |
| 13:00 | Drumoghill Res | | vs | | Gweedore Celtic | More |
| Venue : The Moss, Drumoghill Referee : TBC (Pending) |
| 13:00 | Swilly Rovers | | vs | | Ramelton Mariners | More |
| Venue : Swilly Park, Ramelton Referee : TBC (Pending) |
