[15] Karen Khachanov 4-6,6-4,6-4 Mackenzie McDonald [39] 2023-09-24 05:00
Stadium: Center Court Round: 27 Ground: Hardcourt outdoor
Head to Head
| ATP Doha | 2022/02/14 16:15 | Karen Khachanov v Mackenzie McDonald | 7-6,6-3 |
| Wimbledon | 2021/06/28 15:50 | Mackenzie McDonald v Karen Khachanov | 6-3,3-6,4-6,6-7 |
| ATP Marseille | 2021/03/10 15:10 | Karen Khachanov v Mackenzie McDonald | 7-6,6-4 |
Home History
| ATP Zhuhai | 2023/09/22 12:15 | Karen Khachanov v Alex Bolt | 6-4,6-4 |
| US Open | 2023/08/29 16:10 | Karen Khachanov v Michael Mmoh | 2-6,4-6,2-6 |
| French Open | 2023/06/06 13:10 | Novak Djokovic v Karen Khachanov | 4-6,7-6,6-2,6-4 |
| French Open | 2023/06/04 09:00 | Karen Khachanov v Lorenzo Sonego | 1-6,6-4,7-6,6-1 |
| French Open | 2023/06/02 09:00 | Karen Khachanov v Thanasi Kokkinakis | 6-4,6-1,3-6,7-6 |
| French Open | 2023/05/31 14:20 | Karen Khachanov v Radu Albot | 6-3,6-4,6-2 |
| French Open | 2023/05/28 09:00 | Karen Khachanov v Constant Lestienne | 3-6,1-6,6-2,6-1,6-3 |
| ATP Rome | 2023/05/12 13:25 | Karen Khachanov v Gregoire Barrere | 6-4,4-6,6-7 |
Away History
| ATP Zhuhai | 2023/09/22 09:45 | Kimmer Coppejans v Mackenzie McDonald | 6-4,3-6,2-6 |
| ATP Zhuhai | 2023/09/21 11:50 | Juncheng Shang v Mackenzie McDonald | 4-6,7-6,3-6 |
| Davis Cup | 2023/09/16 13:00 | Mackenzie McDonald v Otto Virtanen | 6-7,6-1,6-7 |
| Davis Cup | 2023/09/13 13:00 | Dino Prizmic v Mackenzie McDonald | 4-6,2-6 |
| US Open | 2023/08/30 15:20 | Mackenzie McDonald v Borna Gojo | 3-6,4-6,4-6 |
| US Open | 2023/08/28 21:45 | Felix Auger Aliassime v Mackenzie McDonald | 6-7,6-4,1-6,4-6 |
| ATP Cincinnati | 2023/08/16 01:40 | Mackenzie McDonald v Yannick Hanfmann | 7-5,6-1 |
| ATP Toronto | 2023/08/11 16:30 | Mackenzie McDonald v Alejandro Davidovich Fokina | 4-6,2-6 |