Stadium: Court 2 Round: 26 Ground: Hardcourt outdoor
| ATP Rome | 2023/05/10 15:55 | Alexei Popyrin v Christopher O'Connell | 6-2,7-6 |
| ATP Madrid | 2023/04/29 14:20 | Taylor Fritz v Christopher O'Connell | 7-6,6-4 |
| ATP Madrid | 2023/04/27 14:45 | Christopher O'Connell v Filip Krajinovic | 6-4,6-7,6-2 |
| ATP Munich | 2023/04/22 11:30 | Holger Rune v Christopher O'Connell | 6-3,6-2 |
| ATP Munich | 2023/04/21 09:00 | Christopher O'Connell v Flavio Cobolli | 7-6,4-6,6-3 |
| ATP Munich | 2023/04/20 11:05 | Alexander Zverev v Christopher O'Connell | 6-7,4-6 |
| ATP Munich | 2023/04/18 11:55 | Christopher O'Connell v Ugo Humbert | 6-4,6-4 |
| Challenger Split | 2023/04/15 14:30 | Christopher O'Connell v Zsombor Piros | 2-6,4-6 |
| Challenger Lille | 2023/03/26 09:25 | Arjun Kadhe v Daniel Cukierman | 5-7,2-6 |
| Challenger Pune | 2023/02/28 09:35 | Maximilian Neuchrist v Arjun Kadhe | 6-2,7-5 |
| Challenger Vilnius | 2023/02/05 11:50 | Arjun Kadhe v Mats Rosenkranz | 3-6,4-6 |
| Challenger Yokkaichi | 2022/11/20 02:20 | Koki Matsuda v Arjun Kadhe | 7-5,6-7,6-2 |
| Challenger Kobe | 2022/11/13 05:05 | Shintaro Mochizuki v Arjun Kadhe | 5-7,6-4,6-4 |
| Challenger Matsuyama | 2022/11/06 02:40 | Koki Matsuda v Arjun Kadhe | 7-6,6-2 |
| Challenger Yokohama | 2022/10/30 04:30 | Arjun Kadhe v Naru Shirafuji | 4-6,4-6 |
| Challenger Istanbul | 2022/09/11 07:00 | Dan Alexandru Tomescu v Arjun Kadhe | 6-3,6-2 |