| 2024-05-06 15:00 | F | Macclesfield FC |  | 1-2 |  | Marine AFC | Kane Drummond 78'; Finlay Sinclair-Smith 25' (pen.), Jack Bainbridge 68' | |
| 2024-04-30 19:45 | SF | Macclesfield FC | | 3-1 |  | Worksop Town | Kane Drummond 10', Alex Curran 41', Tunde Owolabi 60'; Regan Hutchinson 73' | |
| 2024-04-20 15:00 | D41 | Macclesfield FC | | 2-0 |  | Workington | Alex Curran 17', Dan Sweeney 90' | |
| 2024-03-30 15:00 | D37 | Macclesfield FC | | 3-1 |  | FC United of Manchester | Laurent Mendy 21', Kane Drummond 59', Sam Heathcote 67'; Jan Palinkas 45' | |
| 2024-03-23 15:00 | D36 | Macclesfield FC | | 3-0 |  | Morpeth Town | Tunde Owolabi 14' (pen.) 26' 74' | |
| 2024-03-09 15:00 | QF | Macclesfield FC | | 3-0 |  | Coalville Town | John Rooney 63', Kane Drummond 73'; Eliot Putman 6' (o.g.) | |
| 2024-03-02 15:00 | D34 | Macclesfield FC | | 2-1 | | Marine AFC | Tunde Owolabi 7', John Rooney 39'; Josh Wardle 45' | |
| 2024-02-17 15:00 | D32 | Macclesfield FC | | 5-3 |  | Ilkeston Town | Tunde Owolabi 6' 85', John Rooney 45' 76' (pen.) 88'; Tom Cursons 8', Jonathan Wafula 19', Tom Marshall 54' | |
| 2024-02-03 15:00 | D30 | Macclesfield FC | | 2-1 |  | Bamber Bridge | Kane Drummond 11', John Rooney 79'; Harry Scarborough 59' | |
| 2024-01-20 15:00 | D28 | Macclesfield FC | | 2-3 |  | Radcliffe FC | Alex Curran 45' (pen.), Kane Drummond 57'; Jordan Hulme 17' 74' 83' | |
| 2024-01-13 15:00 | 4R | Macclesfield FC | | 5-0 |  | Dorking Wanderers | Tunde Owolabi 27' 59', Alex Curran 45', Paul Dawson 64', Luke Duffy 70' | |
| 2024-01-06 15:00 | D26 | Macclesfield FC | | 1-2 |  | Lancaster City | John Rooney 58' (pen.); Sam Bailey 13' (pen.), Charlie Bailey 45' | |
| 2023-12-26 15:00 | D24 | Macclesfield FC | | 0-0 |  | Hyde United | | |
| 2023-12-16 15:00 | D22 | Macclesfield FC | | 3-4 |  | Bradford Park Avenue | Kane Drummond 3' 45', Alex Curran 35' (pen.); Jordan Preston 15' 57', Lewis Hey 45', Chinedu Osadebe 45' | |
| 2023-12-05 19:45 | 2R | Macclesfield FC | | 4-2 |  | Tranmere Rovers U21 | | |
| 2023-11-25 15:00 | D19 | Macclesfield FC | | 5-1 |  | Guiseley AFC | Lewis Fensome 36', Kane Drummond 40', Alex Curran 66' (pen.), John Rooney 75'; Kallan Murphy 17', Leigh Whelan 53' (o.g.) | |
| 2023-11-21 19:45 | D12 | Macclesfield FC | | 6-0 |  | Atherton Collieries | John Rooney 36', Kane Drummond 51' 55' 74' (pen.) 80', Paul Dawson 77' | |
| 2023-11-14 19:45 | D15 | Macclesfield FC | | 1-1 |  | Basford United | John Rooney 45'; Remaye Campbell 56' (pen.) | |
| 2023-11-11 15:00 | D17 | Macclesfield FC | | 2-1 |  | Whitby Town | John Rooney 22', Alex Curran 32' (pen.); Junior Mondal 35' | |
| 2023-10-31 19:45 | 1R | Macclesfield FC | | 2-2(5-4 pens) |  | Sandbach United | | |
| 2023-10-28 15:00 | 1R | Macclesfield FC | | 4-1 |  | Halesowen Town | Alex Hurst 14', John Rooney 25' 86', Alex Curran 84'; Miracle Okafor 46' (pen.) | |
| 2023-10-24 19:45 | D14 | Macclesfield FC | | 1-2 | | Worksop Town | Alex Curran 36'; George Taft 70', Jay Rollins 84' | |
| 2023-09-30 15:00 | 3QR | Macclesfield FC | | 2-1 |  | Warrington Rylands FC | | |
| 2023-09-23 15:00 | D9 | Macclesfield FC | | 2-0 |  | Stafford Rangers | Tom Peers 63', Alex Curran 90' | |
| 2023-09-16 15:00 | 2QR | Macclesfield FC | | 2-0 |  | Buxton | | |
| 2023-09-09 15:00 | D7 | Macclesfield FC | | 5-0 |  | Ashton United | Paul Dawson 4', Alex Curran 27' (pen.) 55', Luke Duffy 47', Neil Kengni 84' | |
| 2023-08-28 15:00 | D6 | Macclesfield FC | | 1-1 | | Warrington Rylands FC | Hayden Campbell 36'; Dean Furman 90' | |
| 2023-08-19 15:00 | D3 | Macclesfield FC | | 3-0 |  | Gainsborough | Alex Curran 23' 33', James Hardy 76' | |
| 2023-08-15 19:45 | D2 | Macclesfield FC | | 3-0 |  | Matlock Town | Tom Peers 55', Paul Dawson 59', Neil Kengni 80' | |
