| 2024-05-03 19:45 | D36 | Dundee United |  | 4-1 |  | Partick Thistle | Craig Sibbald 44', Kai Fotheringham 60', Tony Watt 71', Louis Moult 84' (pen.); Ben Stanway 15' | |
| 2024-04-20 15:00 | D34 | Dundee United | | 1-0 |  | Ayr United | Chris Mochrie 79' | |
| 2024-03-30 15:00 | D31 | Dundee United | | 2-0 |  | Raith Rovers | Tony Watt 7', Louis Moult 75' (pen.) | |
| 2024-03-23 15:00 | D30 | Dundee United | | 1-1 |  | Inverness | Louis Moult 55'; Wallace Duffy 12' | |
| 2024-03-09 15:00 | D28 | Dundee United | | 4-0 |  | Arbroath | Kai Fotheringham 7', Tony Watt 14' 59', Alex Greive 62' | |
| 2024-02-27 19:45 | D26 | Dundee United | | 0-2 |  | Airdrieonians FC | Gabby McGill 59', Josh O’Connor 90' | |
| 2024-02-24 15:00 | D25 | Dundee United | | 3-1 |  | Queen´s Park | Louis Moult 37', Jordan Tillson 44', Glenn Middleton 81'; Ruari Paton 23' | |
| 2024-01-27 15:00 | D22 | Dundee United | | 0-0 |  | Dunfermline | | |
| 2024-01-06 15:00 | D20 | Dundee United | | 2-3 |  | Morton FC | Kai Fotheringham 38', Louis Moult 45'; George Oakley 25' 36' 88' | |
| 2023-12-29 19:45 | D18 | Dundee United | | 3-0 | | Partick Thistle | Tony Watt 7' 86' 89' | |
| 2023-12-16 15:00 | D16 | Dundee United | | 0-1 | | Raith Rovers | Dylan Easton 59' | |
| 2023-12-09 15:00 | D15 | Dundee United | | 1-0 | | Ayr United | Kai Fotheringham 63' | |
| 2023-11-04 15:00 | D12 | Dundee United | | 1-1 | | Inverness | Kevin Holt 56'; Nathan Shaw 50' | |
| 2023-10-27 19:45 | D10 | Dundee United | | 6-0 | | Arbroath | Louis Moult 7' 61', Ross Docherty 14', Kai Fotheringham 43', Tony Watt 57', Mathew Anim 87' | |
| 2023-09-30 15:00 | D7 | Dundee United | | 4-1 | | Queen´s Park | Tony Watt 37' 61', Scott McMann 56', Kai Fotheringham 67'; Jack Thomson 1' | |
| 2023-09-16 15:00 | D5 | Dundee United | | 1-1 | | Morton FC | Louis Moult 19'; Robbie Muirhead 58' | |
| 2023-09-09 15:00 | 3R | Dundee United | | 3-0 | | Dunfermline | | |
| 2023-09-02 15:00 | D4 | Dundee United | | 2-0 | | Airdrieonians FC | Mathew Anim 4', Kai Fotheringham 90' | |
| 2023-08-12 15:00 | D2 | Dundee United | | 1-1 | | Dunfermline | Mathew Anim 90'; Craig Wighton 61' | |
| 2023-07-22 15:00 | Grp.B | Dundee United | | 3-0 |  | Peterhead FC | Louis Moult 22', Kevin Holt 76' (pen.) 79' (pen.) | |
| 2023-07-18 19:45 | Grp.B | Dundee United | | 1-2 | | Partick Thistle | Craig Sibbald 18'; Brian Graham 32', Harry Milne 58' | |
07/05 - 19:30
07/05 - 20:00
