Stadium: Court 1 Round: 2
| Challenger Pune | 2023/02/27 05:30 | Akira Santillan v Colin Sinclair | 6-7,7-5,6-2 |
| Challenger Pune | 2023/02/26 05:30 | Colin Sinclair v S D Prajwal Dev | 6-3,6-4 |
| Challenger Bengaluru | 2023/02/20 07:30 | Colin Sinclair v Alibek Kachmazov | 5-7,2-6 |
| Challenger Bengaluru | 2023/02/19 11:50 | Jay Clarke v Colin Sinclair | 4-6,5-7 |
| Challenger Manama | 2023/02/15 11:15 | Tomas Machac v Colin Sinclair | 6-0,6-2 |
| Challenger Manama | 2023/02/14 11:35 | Colin Sinclair v Andrea Arnaboldi | 7-6,2-6,6-3 |
| Challenger Manama | 2023/02/13 11:30 | Andrea Arnaboldi v Colin Sinclair | 6-4,7-6 |
| Challenger Manama | 2023/02/12 13:30 | Koray Kirci v Colin Sinclair | 3-6,2-6 |