Stadium: Grandstand 2 Round: 15 Ground: Hardcourt outdoor
| Challenger Bengaluru | 2023/02/25 09:30 | James McCabe v James Duckworth | 3-6,3-6 |
| French Open | 2023/05/23 14:40 | James Duckworth v Riccardo Bonadio | 4-6,6-7 |
| Challenger Gwangju | 2023/05/05 03:00 | James Duckworth v Marc Polmans | 3-6,6-7 |
| Challenger Gwangju | 2023/05/02 01:30 | James Duckworth v Omar Jasika | 6-3,6-1 |
| Challenger Seoul | 2023/04/27 04:55 | James Duckworth v Yasutaka Uchiyama | 4-6,2-6 |
| Challenger Seoul | 2023/04/26 05:10 | James Duckworth v Duckhee Lee | 7-6,1-6,6-1 |
| Challenger Morelos | 2023/04/23 19:00 | James Duckworth v Thiago Agustin Tirante | 5-7,0-6 |
| Challenger Morelos | 2023/04/22 22:00 | James Duckworth v Christian Langmo | 6-3,7-5 |
| Challenger Morelos | 2023/04/21 21:00 | James Duckworth v Vitaliy Sachko | 2-6,7-6,7-5 |
| Challenger Tunis | 2023/05/16 08:30 | Shintaro Mochizuki v James McCabe | 6-1,6-1 |
| Challenger Mauthausen | 2023/05/08 12:30 | Gerald Melzer v James McCabe | 7-6,1-6,6-0 |
| Challenger Oeiras | 2023/04/19 13:30 | Sebastian Ofner v James McCabe | 2-6,6-1,6-2 |
| Challenger Oeiras | 2023/04/17 13:10 | James McCabe v Joao Domingues | 2-6,6-3,7-6 |
| Challenger Split | 2023/04/09 08:00 | Oleg Prihodko v James McCabe | 6-3,6-3 |
| Challenger Barletta | 2023/04/03 12:40 | Franco Agamenone v James McCabe | 6-0,6-1 |
| Challenger Lille | 2023/03/27 12:05 | James McCabe v Maxime Janvier | 4-6,5-7 |
| Challenger Lille | 2023/03/26 14:50 | James McCabe v Yannick Mertens | 6-2,6-3 |