[14] Jannik Sinner 7-6,6-4 James Duckworth [56] 2021-10-01 15:00
stadio: Center Court Round: 27 Ground: Hardcourt indoor
Head to Head
| ATP Toronto | 2021/08/11 15:00 | James Duckworth v Jannik Sinner | 6-3,6-4 |
| ATP Colonia 2 | 2020/10/20 16:05 | Jannik Sinner v James Duckworth | 6-1,6-2 |
Home History
| ATP Sofia | 2021/09/30 15:00 | Jannik Sinner v Egor Gerasimov | 6-2,7-6 |
| US Open | 2021/09/06 16:00 | Alexander Zverev v Jannik Sinner | 6-4,6-4,7-6 |
| US Open | 2021/09/04 18:00 | Gael Monfils v Jannik Sinner | 6-7,2-6,6-4,6-4,4-6 |
| US Open | 2021/09/02 20:20 | Zachary Svajda v Jannik Sinner | 3-6,6-7,7-6,4-6 |
| US Open | 2021/08/31 18:25 | Max Purcell v Jannik Sinner | 4-6,2-6,6-4,2-6 |
| ATP Cincinnati | 2021/08/18 19:35 | Jannik Sinner v John Isner | 7-5,6-7,4-6 |
| ATP Cincinnati | 2021/08/16 17:15 | Jannik Sinner v Federico Delbonis | 6-2,7-5 |
| ATP Toronto | 2021/08/11 15:00 | James Duckworth v Jannik Sinner | 6-3,6-4 |
Away History
| ATP Sofia | 2021/09/30 11:20 | James Duckworth v Benoit Paire | 6-4,6-4 |
| ATP Sofia | 2021/09/29 09:00 | Emil Ruusuvuori v James Duckworth | 6-3,4-6,4-6 |
| ATP Nur-Sultan | 2021/09/26 08:30 | James Duckworth v Soonwoo Kwon | 6-7,3-6 |
| ATP Nur-Sultan | 2021/09/25 08:00 | Ilya Ivashka v James Duckworth | 3-6,6-7 |
| ATP Nur-Sultan | 2021/09/24 09:10 | James Duckworth v John Millman | 6-4,6-4 |
| ATP Nur-Sultan | 2021/09/23 10:10 | Filip Krajinovic v James Duckworth | 6-7,3-6 |
| ATP Nur-Sultan | 2021/09/22 14:20 | Mikhail Kukushkin v James Duckworth | 6-7,1-6 |
| Challenger Istanbul | 2021/09/19 12:00 | James Duckworth v Tung-Lin Wu | 6-4,6-2 |