[4] Jannik Sinner 6-7,7-5,6-1 Mackenzie McDonald [42] 2023-11-01 23:10
Stadium: Court Central Round: 25 Ground: Hardcourt indoor
Head to Head
| French Open | 2022/05/28 09:00 | Mackenzie McDonald v Jannik Sinner | 3-6,6-7,3-6 |
| ATP Washington | 2021/08/08 21:00 | Mackenzie McDonald v Jannik Sinner | 5-7,6-4,5-7 |
Home History
| ATP Vienna | 2023/10/29 13:00 | Daniil Medvedev v Jannik Sinner | 6-7,6-4,3-6 |
| ATP Vienna | 2023/10/28 14:30 | Andrey Rublev v Jannik Sinner | 5-7,6-7 |
| ATP Vienna | 2023/10/27 19:40 | Frances Tiafoe v Jannik Sinner | 3-6,4-6 |
| ATP Vienna | 2023/10/26 16:45 | Lorenzo Sonego v Jannik Sinner | 2-6,4-6 |
| ATP Vienna | 2023/10/25 15:30 | Ben Shelton v Jannik Sinner | 6-7,5-7 |
| ATP Shanghai | 2023/10/10 10:30 | Jannik Sinner v Ben Shelton | 6-2,3-6,6-7 |
| ATP Shanghai | 2023/10/08 10:30 | Jannik Sinner v Sebastian Baez | 3-6,6-3,6-2 |
| ATP Shanghai | 2023/10/07 08:05 | Jannik Sinner v Marcos Giron | 7-6,6-2 |
Away History
| ATP Paris | 2023/10/31 13:10 | Jeffrey John Wolf v Mackenzie McDonald | 6-1,4-6,2-6 |
| ATP Tokyo | 2023/10/18 06:25 | Tommy Paul v Mackenzie McDonald | 6-4,6-2 |
| ATP Tokyo | 2023/10/16 02:00 | Mackenzie McDonald v Max Purcell | 7-5,6-4 |
| ATP Shanghai | 2023/10/06 05:55 | Mackenzie McDonald v Francisco Cerundolo | 6-7,6-7 |
| ATP Shanghai | 2023/10/04 09:05 | Corentin Moutet v Mackenzie McDonald | 2-6,3-6 |
| ATP Beijing | 2023/09/29 04:30 | Mackenzie McDonald v Grigor Dimitrov | 6-2,6-7,1-6 |
| ATP Zhuhai | 2023/09/24 05:00 | Karen Khachanov v Mackenzie McDonald | 4-6,6-4,6-4 |
| ATP Zhuhai | 2023/09/22 09:45 | Kimmer Coppejans v Mackenzie McDonald | 6-4,3-6,2-6 |