Division Three (North) Cup 1935-36 
Winners: Chester Runners-up: Darlington Winners from previous season: Stockport County First round
| | 23 September 1935 | Carlisle United | 4 | - | 2 | Hartlepools United | 2,300 | Brunton Park, Carlisle | | 26 September 1935 | Barrow | 2 | - | 0 | Stockport County | 2,609 | Holker Street, Barrow-in-Furness | | 1 October 1935 | Oldham Athletic | 6 | - | 3 | Rochdale | 967 | Boundary Park, Oldham | | 2 October 1935 | Halifax Town | 1 | - | 3 | Accrington Stanley | | The Shay, Halifax | | 9 October 1935 | Darlington | 3 | - | 2 | York City | 1,588 | Feethams, Darlington | | 21 October 1935 | Southport | 2 | - | 0 | New Brighton | 600 | Haig Avenue, Southport | | 21 October 1935 | Chesterfield | 2 | - | 2 | Mansfield Town | | Recreation Ground, Chesterfield | | 30 October 1935 | Lincoln City | 2 | - | 1 | Rotherham United | 1,745 | Sincil Bank, Lincoln | | 6 November 1935 | Tranmere Rovers | 3 | - | 2 | Crewe Alexandra | 1,000 | Prenton Park, Birkenhead | Replay
| | 13 November 1935 | Mansfield Town | 0 | - | 4 | Chesterfield | 1,000 | Field Mill, Mansfield | Second round
| | 1 Janaury 1936 | Barrow | 4 | - | 3 | Accrington Stanley | 1,753 | Holker Street, Barrow-in-Furness | | 16 January 1936 | Carlisle United | 6 | - | 2 | Gateshead | 300 | Brunton Park, Carlisle | | 29 January 1936 | Wrexham | 2 | - | 2 | Chester | 2,577 | Racecourse Ground, Wrexham | | 10 February 1936 | Walsall | 0 | - | 0 | Chesterfield | 454 | Fellows Park, Walsall | | 25 February 1936 | Southport | 2 | - | 1 | Tranmere Rovers | 1,000 | Haig Avenue, Southport | | Bye | Darlington | | | | | | | | Bye | Lincoln City | | | | | | | | Bye | Oldham Athletic | | | | | | | Replay
| | 19 February 1936 | Chester | 4 | - | 0 | Wrexham | | Sealand Road, Chester | | 24 February 1936 | Chesterfield | 2 | - | 1 | Walsall | 755 | Recreation Ground, Chesterfield | Quarter-finals
| | 11 March 1936 | Chesterfield | 0 | - | 3 | Lincoln City | 1,258 | Recreation Ground, Chesterfield | | 24 March 1936 | Oldham Athletic | 1 | - | 0 | Barrow | 752 | Boundary Park, Oldham | | 25 March 1936 | Chester | 4 | - | 1 | Southport | 2,000 | Sealand Road, Chester | | 25 March 1936 | Darlington | 5 | - | 2 | Carlisle United | 1,042 | Feethams, Darlington | Semi-finals
| | 21 April 1936 | Oldham Athletic | 2 | - | 4 | Darlington | 2,458 | Boundary Park, Oldham | | 8 April 1936 | Lincoln City | 2 | - | 3 | Chester | 1,680 | Sincil Bank, Lincoln | Final
| | 27 April 1936 | Darlington | 1 | - | 2 | Chester | 7,820 | Feethams, Darlington |
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