Division Three (North) Cup 1936-37 
Winners: Chester Runners-up: Southport Winners from previous season: Chester First round
| | 16 September 1936 | Accrington Stanley | 3 | - | 3 | Carlisle United | | Peel Park, Accrington | | 16 September 1936 | York City | 3 | - | 2 | Hull City | 7,022 | Bootham Crescent, York | | 30 September 1936 | Crewe Alexandra | 3 | - | 3 | Stockport County | 500 | Gresty Road, Crewe | | 30 September 1936 | Gateshead | 3 | - | 3 | Darlington | 1,068 | Redheugh Park, Gateshead | | 7 October 1936 | Lincoln City | 0 | - | 2 | Hartlepools United | 1,115 | Sincil Bank, Lincoln | | 21 October 1936 | Southport | 3 | - | 0 | Rochdale | 1,620 | Haig Avenue, Southport | | 21 October 1936 | Tranmere Rovers | 0 | - | 1 | Chester | 3,000 | Prenton Park, Birkenhead | | 20 October 1936 | Oldham Athletic | 3 | - | 0 | Barrow | 875 | Boundary Park, Oldham | | 21 October 1936 | Wrexham | 0 | - | 1 | New Brighton | 1,382 | Racecourse Ground, Wrexham | | 2 November 1936 | Rotherham United | 1 | - | 0 | Halifax Town | 1,592 | Millmoor, Rotherham | | 11 November 1936 | Mansfield Town | 0 | - | 2 | Port Vale | 1,008 | Field Mill, Mansfield | Replays
| | 7 October 1936 | Darlington | 3 | - | 0 | Gateshead | 1,730 | Feethams, Darlington | | 8 October 1936 | Carlisle United | 3 | - | 0 | Accrington Stanley | 1,600 | Brunton Park, Carlisle | | 26 October 1936 | Stockport County | 4 | - | 2 | Crewe Alexandra | 700 | Edgeley Park, Stockport | Second round
| | 28 January 1937 | Carlisle United | 0 | - | 1 | Southport | 350 | Brunton Park, Carlisle | | 8 February 1937 | Port Vale | 4 | - | 0 | Stockport County | 150 | Old Recreation Ground, Hanley | | 17 March 1937 | York City | 5 | - | 0 | Hartlepools United | 1,600 | Bootham Crescent, York | | Bye | Chester | | | | | | | | Bye | Darlington | | | | | | | | Bye | New Brighton | | | | | | | | Bye | Oldham Athletic | | | | | | | | Bye | Rotherham United | | | | | | | Quarter-finals
| | 8 March 1937 | Port Vale | 1 | - | 0 | Rotherham United | | Old Recreation Ground, Hanley | | 9 March 1937 | Southport | 3 | - | 1 | Oldham Athletic | 800 | Haig Avenue, Southport | | 10 March 1937 | Chester | 9 | - | 2 | New Brighton | | Sealand Road, Chester | | 7 April 1937 | Darlington | 3 | - | 2 | York City | 1,044 | Feethams, Darlington | Semi-finals
| | 10 April 1937 | Chester | 3 | - | 0 | Port Vale | | Sealand Road, Chester | | 14 April 1937 | Darlington | 2 | - | 2 | Southport | 2,030 | Feethams, Darlington | Replay
| | 21 April 1937 | Southport | 3 | - | 0 | Darlington | 3,115 | Haig Avenue, Southport | Final
| | 27 April 1937 | Chester | 3 | - | 1 | Southport | 6,000 | Haig Avenue, Southport |
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