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 | | | Harold Andrews, Jim Singleton, Gavin Nisbet
| | | | Peter McArdle (2), Joe Taylor
| | | | 16 September 1936 | York City | 3 | - | 2 | Hull City | 7,022 | Bootham Crescent, York | | | Jimmy Hughes (2), Stan Fox
| | | | Eddie Edwards, Cliff Hubbard
| | | | 30 September 1936 | Crewe Alexandra | 3 | - | 3 | Stockport County | 500 | Gresty Road, Crewe | | | Alec Dyer, Jack Waring, Bob Turnbull | | | | Duggie Reid (2), Joe Hill
| | | | 30 September 1936 | Gateshead | 3 | - | 3 | Darlington | 1,068 | Redheugh Park, Gateshead | | | Frank Pickard, Gordon Reed (2) | | | | Daniel Cassidy (2), Albert Brallisford
| | | | 7 October 1936 | Lincoln City | 0 | - | 2 | Hartlepools United | 1,115 | Sincil Bank, Lincoln | | | | | | | Alec Robertson, John Firman
| | | | 21 October 1936 | Southport | 3 | - | 0 | Rochdale | 1,620 | Haig Avenue, Southport | | | Joe Patrick (2), Paddy McCarthy
| | | | | | | | 14 October 1936 | Tranmere Rovers | 0 | - | 1 | Chester | 3,000 | Prenton Park, Birkenhead | | | | | | | Charlie Sargeant | | | | 20 October 1936 | Oldham Athletic | 3 | - | 0 | Barrow | 875 | Boundary Park, Oldham | | | Tommy Davies (3, 1 pen.)
| | | | | | | | 21 October 1936 | Wrexham | 0 | - | 1 | New Brighton | 1,382 | Racecourse Ground, Wrexham | | | | | | | Jack Leonard
| | | | 2 November 1936 | Rotherham United | 1 | - | 0 | Halifax Town | 1,592 | Millmoor, Rotherham | | | Steve Forde
| | | | | | | | 11 November 1936 | Mansfield Town | 0 | - | 2 | Port Vale | 1,008 | Field Mill, Mansfield | | | | | | | Tommy Ward (2)
| | | Replays
| | 7 October 1936 | Darlington | 3 | - | 0 | Gateshead | 1,730 | Feethams, Darlington | | | William Glasper, John Stanger, Jim Parmley
| | | | | | | | 8 October 1936 | Carlisle United | 3 | - | 0 | Accrington Stanley | 1,600 | Brunton Park, Carlisle | | | Peter McArdle (2), Harry O'Grady
| | | | | | | | 26 October 1936 | Stockport County | 4 | - | 2 | Crewe Alexandra | 700 | Edgeley Park, Stockport | | | Joe Hill, Billy Sullivan (2), Leo Stevens | | | | Arthur Rigby, Jack Waring
| | | Second round
| | 28 January 1937 | Carlisle United | 0 | - | 1 | Southport | 350 | Brunton Park, Carlisle | | | | | | | George Carter
| | | | 8 February 1937 | Port Vale | 4 | - | 0 | Stockport County | 150 | Old Recreation Ground, Hanley | | | Tommy Ward (2), Spencer Evans, Billy Tunnicliffe | | | | | | | | 17 March 1937 | York City | 5 | - | 0 | Hartlepools United | 1,600 | Bootham Crescent, York | | | Albert Thompson, Malcolm Comrie, John Whitelaw (2), Ted Hathway
| | | | | | | | 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 | | | Tommy Nolan
| | | | | | | | 9 March 1937 | Southport | 3 | - | 1 | Oldham Athletic | 800 | Haig Avenue, Southport | | | Bobby Crawford, Joe Patrick, Norrie Alden
| | | | Patrick McCormick
| | | | 10 March 1937 | Chester | 9 | - | 2 | New Brighton | | Sealand Road, Chester | | | Charlie Sargeant (5, 1 pen.), Paddy Wrightson (2), Tom Alderson, Jack Davies
| | | | Bill Hullett, Alf Ainsworth
| | | | 7 April 1937 | Darlington | 3 | - | 2 | York City | 1,044 | Feethams, Darlington | | | Albert Harris (2), Jim Parmley
| | | | Ted Hathway, Freddie Scott
| | | Semi-finals
| | 10 April 1937 | Chester | 3 | - | 0 | Port Vale | | Sealand Road, Chester | | | Bill Horsman, Arthur Gale, Bill Chambers | | | | | | | | 14 April 1937 | Darlington | 2 | - | 2 | Southport | 2,030 | Feethams, Darlington | | | Jim Parmley, Bobby Simpson
| | | | Tommy McKay, Joe Patrick
| | | Replay
| | 21 April 1937 | Southport | 3 | - | 0 | Darlington | 3,115 | Haig Avenue, Southport | | | Norrie Kitchen, Joe Patrick, Billy Wardle
| | | | | | | Final
| | 27 April 1937 | Chester | 3 | - | 1 | Southport | 6,000 | Haig Avenue, Southport | | | Jack Davies, Bill Horsman, Tommy Frame (og)
| | | | Jimmy Murdon (pen.)
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