Stadium: Court 1 Round: 54 Ground: Hardcourt indoor
| ITF M25 Loughborough | 2023/01/11 10:00 | Daniel Little v Charles Broom | 4-6,7-5,1-6 |
| ITF M25 Loughborough | 2023/01/09 10:00 | Daniel Little v James Davis | 7-6,6-2 |
| ITF M25 Loughborough | 2023/01/08 09:55 | Daniel Little v Liam Hignett | 6-4,7-5 |
| UK Pro League | 2023/01/07 10:00 | Daniel Little v Sean Hodkin | 4-6,4-6 |
| UK Pro League | 2023/01/06 14:00 | Aziz Kijametovic v Daniel Little | 3-6,1-6 |
| UK Pro League | 2023/01/05 10:30 | Daniel Little v Henry Searle | 3-6,1-6 |
| UK Pro League | 2023/01/04 14:00 | Daniel Little v Ben Jones | 7-5,6-4 |
| UK Pro League | 2023/01/02 11:30 | Felix Gill v Daniel Little | 6-3,6-7,10-4 |
| ITF M25 Loughborough | 2023/01/08 10:00 | Patrick Brady v Luke Simkiss | 6-0,6-1 |
| ITF M25 Madrid | 2022/12/04 13:00 | Sergio Davila Godoy v Luke Simkiss | 2-6,6-4,10-4 |
| ITF M15 Monastir | 2022/11/09 08:30 | Robin Bertrand v Luke Simkiss | 3-6,7-6,6-0 |
| ITF M15 Monastir | 2022/11/07 13:30 | Jakub Kroslak v Luke Simkiss | 4-6,6-1,3-10 |
| ITF M15 Monastir | 2022/11/07 08:00 | Luke Simkiss v Valentin Lapalu | 6-1,6-4 |
| ITF M15 Monastir | 2022/11/06 13:00 | Luke Simkiss v Alex Jones | 7-6,3-6,10-5 |
| ITF M25 Monastir | 2022/10/31 08:30 | Lorenzo Lorusso v Luke Simkiss | 6-3,6-4 |
| ITF M25 Sheffield | 2022/10/03 10:25 | Max Wiskandt v Luke Simkiss | 6-4,6-4 |