| Old Orchard Division Two |
| 01/10/2022 |
| 13:00 | Drumbar United | 5 | vs | 5 | Cranford FC Reserves | More |
| Venue : Brookfield Park, Drumbar Referee : Vincent McLoughlin (Pending) |
| 13:00 | Kilmacrennan Celtic | 3 | vs | 1 | Castlefin Celtic | More |
| Venue : Letterkenny Community Center Referee : Zach McLoughlin (Pending) |
| 13:00 | Milford United | 4 | vs | 3 | Gweedore Celtic | More |
| Venue : Moyle View Park Milford Referee : Mick Lagan (Pending) |
| 13:00 | Ramelton Mariners | 3 | vs | 4 | Ballybofey United | More |
| Venue : Rabs Park-Kerrykeel Referee : Patrick Martin (Pending) |
| 13:00 | Swilly Rovers | 1 | vs | 3 | Fintown Harps AFC | More |
| Venue : Swilly Park, Ramelton Referee : Dessie McLaughlin (Pending) |
| 07/10/2022 |
| 19:30 | Gweedore Celtic | 2 | vs | 2 | Ramelton Mariners | More |
| Venue : An Screaban, Gweedore Referee : Mick Lagan (Pending) |
| 15/10/2022 |
| 10:00 | Kilmacrennan Celtic | 1 | vs | 3 | Fintown Harps AFC | More |
| Venue : Letterkenny Community Center Referee : Damien McFadden (Pending) |
| 13:00 | Drumbar United | 1 | vs | 1 | Swilly Rovers | More |
| Venue : Brookfield Park, Drumbar Referee : John McGlanaghey (Pending) |
| 13:00 | Gweedore Celtic | 2 | vs | 2 | Ballybofey United | More |
| Venue : An Screaban, Gweedore Referee : Sean Houston (Pending) |
| 13:00 | Milford United | 0 | vs | 0 | Castlefin Celtic | More |
| Venue : Moyle View Park Milford Referee : Rory O'Gorman |
| 13:00 | St Catherines FC | 1 | vs | 3 | Cranford FC Reserves | More |
| Venue : Emerald Park Killybegs Referee : George Clinton (Pending) |
| 22/10/2022 |
| 13:00 | Ballybofey United | 5 | vs | 3 | Drumbar United | More |
| Venue : Dreenan Ballybofey Referee : Dessie McLaughlin (Pending) |
| 13:00 | Castlefin Celtic | 1 | vs | 2 | Ramelton Mariners | More |
| Venue : Parkview Castlefin Referee : Colm McConigley (Pending) |
| 13:00 | Cranford FC Reserves | 2 | vs | 2 | Milford United | More |
| Venue : Cranford Park Referee : Zach McLoughlin (Pending) |
| 13:00 | Gweedore Celtic | 0 | vs | 3 | Fintown Harps AFC | More |
| Venue : Páirc Acla, Fintown Referee : Sean O Donnell (Pending) |
| 13:00 | Swilly Rovers | 2 | vs | 7 | Kilmacrennan Celtic | More |
| Venue : Swilly Park, Ramelton Referee : Rory O'Gorman |
| 29/10/2022 |
| 13:00 | Drumbar United | 0 | vs | 2 | St Catherines FC | More |
| Venue : Brookfield Park, Drumbar Referee : Rory O'Gorman |
| 05/11/2022 |
| 13:00 | Gweedore Celtic | 0 | vs | 2 | Castlefin Celtic | More |
| Venue : An Screaban, Gweedore Referee : Sean O Donnell (Pending) |
| 13:00 | Kilmacrennan Celtic | 0 | vs | 2 | Drumbar United | More |
| Venue : Letterkenny Community Center Referee : Tony McNamee (Pending) |
| 13:00 | Milford United | 4 | vs | 2 | Fintown Harps AFC | More |
| Venue : Moyle View Park Milford Referee : Gerald Devine (Pending) |
| 13:00 | Ramelton Mariners | 2 | vs | 2 | Cranford FC Reserves | More |
| Venue : Rabs Park-Kerrykeel Referee : Rory O'Gorman |
| 13:00 | St Catherines FC | 7 | vs | 2 | Swilly Rovers | More |
| Venue : Emerald Park Killybegs Referee : George Clinton (Pending) |
| 12/11/2022 |
| 13:00 | Ballybofey United | 2 | vs | 3 | Kilmacrennan Celtic | More |
| Venue : Dreenan Ballybofey Referee : Marty McGarrigle (Pending) |
| 13:00 | Cranford FC Reserves | 4 | vs | 2 | Gweedore Celtic | More |
| Venue : Cranford Park Referee : Damien McFadden (Pending) |
| 13:00 | Fintown Harps AFC | 2 | vs | 5 | Ramelton Mariners | More |
| Venue : Páirc Acla, Fintown Referee : Sean O Donnell (Pending) |
| 13:00 | Swilly Rovers | 2 | vs | 2 | Milford United | More |
| Venue : Swilly Park, Ramelton Referee : Gerald Devine (Pending) |
| 19/11/2022 |
| 13:00 | Castlefin Celtic | 1 | vs | 1 | Ballybofey United | More |
| Venue : Parkview Castlefin Referee : Rory O'Gorman |
| 13:00 | Milford United | 2 | vs | 1 | Drumbar United | More |
| Venue : Moyle View Park Milford Referee : Sean Houston (Pending) |
| 13:00 | Ramelton Mariners | 1 | vs | 3 | Swilly Rovers | More |
| Venue : Swilly Park, Ramelton Referee : Liam McLaughlin (Pending) |
| 13:00 | St Catherines FC | 1 | vs | 4 | Kilmacrennan Celtic | More |
| Venue : Emerald Park Killybegs Referee : John McGlanaghey (Pending) |
| 26/11/2022 |
| 13:00 | Ballybofey United | 4 | vs | 1 | St Catherines FC | More |
| Venue : Dreenan Ballybofey Referee : Damien McFadden (Pending) |
| 13:00 | Cranford FC Reserves | 2 | vs | 1 | Castlefin Celtic | More |
| Venue : Cranford Park Referee : Leo Devenney (Pending) |
| 13:00 | Drumbar United | 2 | vs | 4 | Ramelton Mariners | More |
| Venue : Brookfield Park, Drumbar Referee : John McGlanaghey (Pending) |
| 13:00 | Swilly Rovers | 1 | vs | 1 | Gweedore Celtic | More |
| Venue : Swilly Park, Ramelton Referee : Rory O'Gorman |
| 03/12/2022 |
| 13:00 | Castlefin Celtic | 0 | vs | 3 | Fintown Harps AFC | More |
| Venue : Parkview Castlefin Referee : Liam McLaughlin (Pending) |
| 13:00 | Cranford FC Reserves | 2 | vs | 2 | Ballybofey United | More |
| Venue : Cranford Park Referee : Vincent McLoughlin (Pending) |
| 13:00 | Gweedore Celtic | 3 | vs | 1 | Drumbar United | More |
| Venue : An Screaban, Gweedore Referee : Seimi Ferry (Pending) |
| 13:00 | Milford United | 1 | vs | 4 | St Catherines FC | More |
| Venue : Moyle View Park Milford Referee : Sean O Donnell (Pending) |
| 13:00 | Ramelton Mariners | 2 | vs | 4 | Kilmacrennan Celtic | More |
| Venue : Rabs Park-Kerrykeel Referee : Sean Houston (Pending) |
| 10/12/2022 |
| 13:00 | Kilmacrennan Celtic | 2 | vs | 3 | Gweedore Celtic | More |
| Venue : Letterkenny Community Center Referee : Con McLaughlin (Pending) |
| 13:00 | St Catherines FC | 4 | vs | 1 | Ramelton Mariners | More |
| Venue : Emerald Park Killybegs Referee : Rory O'Gorman |
| 13:00 | Swilly Rovers | 4 | vs | 3 | Castlefin Celtic | More |
| Venue : Swilly Park, Ramelton Referee : Dessie McLaughlin (Pending) |
| 15:00 | Fintown Harps AFC | 3 | vs | 1 | Cranford FC Reserves | More |
| Venue : Letterkenny Community Center Referee : Marty McGarrigle (Pending) |
| 07/01/2023 |
| 13:00 | Drumbar United | 4 | vs | 2 | Castlefin Celtic | More |
| Venue : Brookfield Park, Drumbar Referee : John McGlanaghey (Pending) |
| 13:00 | Fintown Harps AFC | 2 | vs | 1 | Ballybofey United | More |
| Venue : Páirc Acla, Fintown Referee : Mick Lagan (Pending) |
| 13:00 | Milford United | 4 | vs | 2 | Ramelton Mariners | More |
| Venue : Moyle View Park Milford Referee : Seimi Ferry (Pending) |
| 13:00 | St Catherines FC | 3 | vs | 0 | Gweedore Celtic | More |
| Venue : Emerald Park Killybegs Referee : George Clinton (Pending) |
| 13:00 | Swilly Rovers | 1 | vs | 6 | Cranford FC Reserves | More |
| Venue : Swilly Park, Ramelton Referee : Sean Ferry (Pending) |
| 13/01/2023 |
| 19:00 | Gweedore Celtic | 1 | vs | 2 | Milford United | More |
| Venue : An Screaban, Gweedore Referee : Liam McLaughlin (Pending) |
| 14/01/2023 |
| 13:00 | Ballybofey United | 1 | vs | 3 | Ramelton Mariners | More |
| Venue : Dreenan Ballybofey Referee : Marty McGarrigle (Pending) |
| 13:00 | Castlefin Celtic | 0 | vs | 8 | Kilmacrennan Celtic | More |
| Venue : Parkview Castlefin Referee : Patrick Martin (Pending) |
| 13:00 | Cranford FC Reserves | 1 | vs | 1 | Drumbar United | More |
| Venue : Cranford Park Referee : Dessie McLaughlin (Pending) |
| 13:00 | Fintown Harps AFC | 1 | vs | 1 | Swilly Rovers | More |
| Venue : Páirc Acla, Fintown Referee : Vincent McLoughlin (Pending) |
| 21/01/2023 |
| 13:00 | Ramelton Mariners | 2 | vs | 6 | Gweedore Celtic | More |
| Venue : Rabs Park-Kerrykeel Referee : Leo Devenney (Pending) |
| 27/01/2023 |
| 19:30 | Gweedore Celtic | 4 | vs | 3 | Cranford FC Reserves | More |
| Venue : An Screaban, Gweedore Referee : Gerald Devine (Pending) |
| 19:45 | Kilmacrennan Celtic | 0 | vs | 1 | Ballybofey United | More |
| Venue : Letterkenny Community Center Referee : Con McLaughlin (Pending) |
| 28/01/2023 |
| 13:00 | Milford United | 1 | vs | 0 | Swilly Rovers | More |
| Venue : Swilly Park, Ramelton Referee : Liam McLaughlin (Pending) |
| 13:00 | Ramelton Mariners | 1 | vs | 2 | Fintown Harps AFC | More |
| Venue : Rabs Park-Kerrykeel Referee : Zach McLoughlin (Pending) |
| 13:00 | St Catherines FC | 2 | vs | 0 | Drumbar United | More |
| Venue : Emerald Park Killybegs Referee : Vincent McLoughlin (Pending) |
| 03/02/2023 |
| 20:00 | Cranford FC Reserves | 2 | vs | 3 | Kilmacrennan Celtic | More |
| Venue : Aura - Letterkenny Referee : Vincent McLoughlin (Pending) |
| 04/02/2023 |
| 12:00 | Castlefin Celtic | 0 | vs | 0 | St Catherines FC | More |
| Venue : Parkview Castlefin Referee : Diego Rainey (Pending) |
| 13:00 | Fintown Harps AFC | 2 | vs | 1 | Drumbar United | More |
| Venue : Páirc Acla, Fintown Referee : Colm McConigley (Pending) |
| 13:00 | Milford United | 3 | vs | 3 | Ballybofey United | More |
| Venue : Moyle View Park Milford Referee : Patrick Martin (Pending) |
| 11/02/2023 |
| 13:00 | Drumbar United | 3 | vs | 3 | Ballybofey United | More |
| Venue : Brookfield Park, Drumbar Referee : Rory O'Gorman (Pending) |
| 13:00 | Kilmacrennan Celtic | 2 | vs | 1 | Swilly Rovers | More |
| Venue : Letterkenny Community Center Referee : Liam McLaughlin (Pending) |
| 13:00 | Milford United | 1 | vs | 2 | Cranford FC Reserves | More |
| Venue : Cranford Park Referee : Damien McFadden (Pending) |
| 13:00 | Ramelton Mariners | 0 | vs | 1 | Castlefin Celtic | More |
| Venue : Rabs Park-Kerrykeel Referee : John Coll (Pending) |
| 17/02/2023 |
| 19:30 | Gweedore Celtic | 2 | vs | 1 | Kilmacrennan Celtic | More |
| Venue : An Screaban, Gweedore Referee : Seimi Ferry (Pending) |
| 18/02/2023 |
| 13:00 | Ballybofey United | 1 | vs | 1 | Milford United | More |
| Venue : Dreenan Ballybofey Referee : Mick Slater (Pending) |
| 13:00 | Castlefin Celtic | 5 | vs | 1 | Swilly Rovers | More |
| Venue : Parkview Castlefin Referee : Vincent McLoughlin (Pending) |
| 13:00 | Cranford FC Reserves | 1 | vs | 2 | Fintown Harps AFC | More |
| Venue : Cranford Park Referee : Rory O'Gorman (Pending) |
| 13:00 | Ramelton Mariners | 0 | vs | 1 | St Catherines FC | More |
| Venue : Rabs Park-Kerrykeel Referee : Mick Lagan (Pending) |
| 24/02/2023 |
| 19:30 | Ramelton Mariners | 0 | vs | 3 | Milford United | More |
| Venue : Diamond Park-Ballyare Referee : Dessie McLaughlin (Pending) |
| 25/02/2023 |
| 13:00 | Ballybofey United | 0 | vs | 1 | Fintown Harps AFC | More |
| Venue : Dreenan Ballybofey Referee : John Coll (Pending) |
| 13:00 | Castlefin Celtic | 2 | vs | 3 | Drumbar United | More |
| Venue : Parkview Castlefin Referee : Con McLaughlin (Pending) |
| 13:00 | Cranford FC Reserves | 3 | vs | 2 | Swilly Rovers | More |
| Venue : Swilly Park, Ramelton Referee : Sean Houston (Pending) |
| 13:00 | Gweedore Celtic | 1 | vs | 4 | St Catherines FC | More |
| Venue : An Screaban, Gweedore Referee : Marty McGarrigle (Pending) |
| 11/03/2023 |
| 13:00 | Castlefin Celtic | 3 | vs | 1 | Cranford FC Reserves | More |
| Venue : Parkview Castlefin Referee : Damien McFadden (Pending) |
| 13:00 | Gweedore Celtic | 5 | vs | 0 | Swilly Rovers | More |
| Venue : An Screaban, Gweedore Referee : Diego Rainey (Pending) |
| 13:00 | Milford United | 2 | vs | 4 | Kilmacrennan Celtic | More |
| Venue : Moyle View Park Milford Referee : Leo Devenney (Pending) |
| 13:00 | Ramelton Mariners | 0 | vs | 4 | Drumbar United | More |
| Venue : Rabs Park-Kerrykeel Referee : Sean Houston (Pending) |
| 13:00 | St Catherines FC | 2 | vs | 0 | Ballybofey United | More |
| Venue : Emerald Park Killybegs Referee : John McGlanaghey (Pending) |
| 17/03/2023 |
| 11:30 | Kilmacrennan Celtic | 2 | vs | 0 | Milford United | More |
| Venue : Diamond Park-Ballyare Referee : Diego Rainey (Pending) |
| 12:00 | Ballybofey United | 4 | vs | 0 | Swilly Rovers | More |
| Venue : Dreenan Ballybofey Referee : Sean O Donnell (Pending) |
| 18/03/2023 |
| 13:00 | Fintown Harps AFC | 1 | vs | 3 | St Catherines FC | More |
| Venue : Páirc Acla, Fintown Referee : Mick Lagan (Pending) |
| 25/03/2023 |
| 13:00 | Castlefin Celtic | 2 | vs | 1 | Gweedore Celtic | More |
| Venue : Drumkeen United Referee : Sean O Donnell (Pending) |
| 13:00 | Cranford FC Reserves | 2 | vs | 0 | Ramelton Mariners | More |
| Venue : Triagh a locha, Fanad Referee : Sean Ferry (Pending) |
| 13:00 | Drumbar United | 1 | vs | 2 | Kilmacrennan Celtic | More |
| Venue : Brookfield Park, Drumbar Referee : Sean Houston (Pending) |
| 13:00 | Fintown Harps AFC | 1 | vs | 1 | Milford United | More |
| Venue : Páirc Acla, Fintown Referee : Mick Slater (Pending) |
| 13:00 | Swilly Rovers | 1 | vs | 4 | St Catherines FC | More |
| Venue : Swilly Park, Ramelton Referee : Damien McFadden (Pending) |
| 01/04/2023 |
| 13:00 | Drumbar United | 1 | vs | 5 | Fintown Harps AFC | More |
| Venue : Brookfield Park, Drumbar Referee : George Clinton (Pending) |
| 13:00 | St Catherines FC | 1 | vs | 0 | Castlefin Celtic | More |
| Venue : Emerald Park Killybegs Referee : John McGlanaghey (Pending) |
| 13:00 | Swilly Rovers | 1 | vs | 2 | Ballybofey United | More |
| Venue : Swilly Park, Ramelton Referee : Mick Lagan (Pending) |
| 05/04/2023 |
| 19:15 | Kilmacrennan Celtic | 2 | vs | 2 | Cranford FC Reserves | More |
| Venue : Letterkenny Community Center Referee : Barry Hunter |
| 08/04/2023 |
| 13:00 | St Catherines FC | 3 | vs | 0 | Fintown Harps AFC | More |
| Venue : Emerald Park Killybegs Referee : Gerald Devine (Pending) |
| 13/04/2023 |
| 18:30 | Ballybofey United | 3 | vs | 2 | Castlefin Celtic | More |
| Venue : Dreenan Ballybofey Referee : Liam McLaughlin (Pending) |
| 14/04/2023 |
| 19:30 | Gweedore Celtic | 2 | vs | 5 | Fintown Harps AFC | More |
| Venue : An Screaban, Gweedore Referee : Mick Lagan (Pending) |
| 15/04/2023 |
| 11:00 | Kilmacrennan Celtic | 2 | vs | 1 | St Catherines FC | More |
| Venue : Letterkenny Community Center Referee : Con McLaughlin (Pending) |
| 13:00 | Drumbar United | 3 | vs | 3 | Milford United | More |
| Venue : Brookfield Park, Drumbar Referee : Stephen Laird (Pending) |
| 13:00 | Swilly Rovers | 4 | vs | 2 | Ramelton Mariners | More |
| Venue : Swilly Park, Ramelton Referee : Leo Devenney (Pending) |
| 22/04/2023 |
| 13:00 | Ballybofey United | 3 | vs | 0 | Cranford FC Reserves | More |
| Venue : Dreenan Ballybofey Referee : Sean Houston (Pending) |
| 13:00 | Drumbar United | 2 | vs | 4 | Gweedore Celtic | More |
| Venue : Brookfield Park, Drumbar Referee : Con McLaughlin (Pending) |
| 13:00 | Fintown Harps AFC | 2 | vs | 0 | Castlefin Celtic | More |
| Venue : Páirc Acla, Fintown Referee : Colm McConigley (Pending) |
| 13:00 | Kilmacrennan Celtic | 3 | vs | 0 | Ramelton Mariners | More |
| Venue : Letterkenny Community Center Referee : Paul Murphy (Pending) |
| 13:00 | St Catherines FC | 1 | vs | 0 | Milford United | More |
| Venue : Emerald Park Killybegs Referee : Rory O'Gorman (Pending) |
| 29/04/2023 |
| 13:00 | Ballybofey United | 5 | vs | 6 | Gweedore Celtic | More |
| Venue : Dreenan Ballybofey Referee : Vincent McLoughlin (Pending) |
| 13:00 | Castlefin Celtic | 3 | vs | 1 | Milford United | More |
| Venue : Parkview Castlefin Referee : George Clinton (Pending) |
| 13:00 | Cranford FC Reserves | 0 | vs | 2 | St Catherines FC | More |
| Venue : Cranford Park Referee : Con McLaughlin (Pending) |
| 13:00 | Fintown Harps AFC | 3 | vs | 0 | Kilmacrennan Celtic | More |
| Venue : Páirc Acla, Fintown Referee : Paul Murphy (Pending) |
| 13:00 | Swilly Rovers | 1 | vs | 1 | Drumbar United | More |
| Venue : Swilly Park, Ramelton Referee : Marty McGarrigle (Pending) |
