| 06 May 2019 | First Round | Whitburn v Eppleton | East Street, Sunderland | Results |
| 06 May 2019 | First Round | South Northumberland v Sunderland | Roseworth Terrace, Gosforth | Results |
| 06 May 2019 | First Round | Shotley Bridge v Burnmoor | The Spa Ground, Shotley Bridge | Results |
| 06 May 2019 | First Round | Hetton Lyons v Washington | Lilywhite Terrace, Hetton-le-Hole | Results |
| 06 May 2019 | First Round | Felling v Castle Eden | High Heworth Lane, Heworth | Results |
| 06 May 2019 | First Round | Benwell Hill v Burnopfield | Denton Bank, Benwell Hill | Results |
| 12 May 2019 | First Round | Ashington v Tynemouth | Langwell Crescent, Ashington | Results |
| 27 May 2019 | Second Round | Sacriston v Willington | Front Street, Sacriston | Results |
| 02 Jun 2019 | Second Round | South Shields v Burnopfield | Wood Terrace, South Shields | Results |
| 02 Jun 2019 | Second Round | Newcastle v Washington | Osborne Avenue, Jesmond | Results |
| 02 Jun 2019 | Second Round | Gateshead Fell v Blaydon | Eastwood Gardens, Gateshead | Results |
| 02 Jun 2019 | Second Round | Felling v Whitburn | High Heworth Lane, Heworth | Results |
| 02 Jun 2019 | Second Round | Crook v Sunderland | Dawson Street, Crook | Results |
| 02 Jun 2019 | Second Round | Chester-le-Street v Tynemouth | Ropery Lane, Chester-le-Street | Results |
| 02 Jun 2019 | Second Round | Boldon v Burnmoor | Sunderland Road, East Boldon | Results |
| 30 Jun 2019 | Quarter-Final | Boldon v Tynemouth | Sunderland Road, East Boldon | Results |
| 30 Jun 2019 | Quarter-Final | Washington v South Shields | Vigo Lane, Washington | Results |
| 30 Jun 2019 | Quarter-Final | Whitburn v Gateshead Fell | East Street, Sunderland | Results |
| 30 Jun 2019 | Quarter-Final | Willington v Crook | Manor Road, Low Willington | Results |
| 28 Jul 2019 | Semi-Final | Gateshead Fell v Washington | Eastwood Gardens, Gateshead | Results |
| 28 Jul 2019 | Semi-Final | Tynemouth v Crook | Preston Avenue, North Shields | Results |
| 18 Aug 2019 | Final | Tynemouth v Washington | Preston Avenue, North Shields | Results |
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