[69] Christopher O'Connell 6-3,7-5 Yosuke Watanuki [85] 2023-09-10 03:00
Stadium: Centre Court Round: 29 Ground: Hardcourt outdoor
Head to Head
| ATP Miami | 2023/03/21 17:00 | Christopher O'Connell v Yosuke Watanuki | 4-6,4-6 |
| Challenger Kobe | 2022/11/19 03:35 | Christopher O'Connell v Yosuke Watanuki | 4-6,6-7 |
| Challenger Yokohama | 2022/11/06 02:00 | Christopher O'Connell v Yosuke Watanuki | 6-1,6-7,6-3 |
| ATP Atlanta | 2021/07/24 14:00 | Christopher O'Connell v Yosuke Watanuki | 7-5,6-4 |
Home History
| Challenger Shanghai | 2023/09/09 03:00 | Christopher O'Connell v Li Tu | 6-2,6-4 |
| Challenger Shanghai | 2023/09/08 03:00 | Christopher O'Connell v Yan Bai | 6-0,6-2 |
| Challenger Shanghai | 2023/09/05 04:15 | Christopher O'Connell v Luke Saville | 6-4,6-0 |
| US Open | 2023/09/01 02:05 | Daniil Medvedev v Christopher O'Connell | 6-2,6-2,6-7,6-2 |
| US Open | 2023/08/29 15:00 | Max Purcell v Christopher O'Connell | 4-6,3-6,6-3,6-7 |
| ATP Cincinnati | 2023/08/12 14:00 | Daniel Altmaier v Christopher O'Connell | 3-6,7-6,6-4 |
| ATP Toronto | 2023/08/06 16:00 | Christopher O'Connell v Cristian Garin | 6-7,4-6 |
| ATP Toronto | 2023/08/05 16:25 | Christopher O'Connell v Thai-Son Kwiatkowski | 6-2,2-6,6-4 |
Away History
| Challenger Shanghai | 2023/09/09 04:40 | Juncheng Shang v Yosuke Watanuki | 4-6,2-6 |
| Challenger Shanghai | 2023/09/08 04:20 | Nam Hoang Ly v Yosuke Watanuki | 2-6,0-6 |
| Challenger Shanghai | 2023/09/07 06:30 | Mikalai Haliak v Yosuke Watanuki | 1-6,1-6 |
| Challenger Shanghai | 2023/09/05 04:40 | Alex Bolt v Yosuke Watanuki | 4-6,0-6 |
| US Open | 2023/08/28 15:00 | Adrian Mannarino v Yosuke Watanuki | 7-5,6-7,6-3,7-5 |
| Challenger Stanford | 2023/08/17 20:45 | James Duckworth v Yosuke Watanuki | 1-6,3-6 |
| Challenger Stanford | 2023/08/17 01:30 | Nicolas Moreno De Alboran v Yosuke Watanuki | 5-7,3-6 |
| Challenger Stanford | 2023/08/14 22:55 | Steve Johnson v Yosuke Watanuki | 5-7,7-5,4-6 |