[85] James Duckworth 6-3,6-4 Jannik Sinner [15] 2021-08-11 15:00
Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
Head to Head
| ATP Cologne 2 | 2020/10/20 16:05 | Jannik Sinner v James Duckworth | 6-1,6-2 |
Home History
| ATP Toronto | 2021/08/09 18:55 | James Duckworth v Taylor Fritz | 7-6,6-3 |
| ATP Toronto | 2021/08/08 15:00 | Peter Polansky v James Duckworth | 6-4,1-6,2-6 |
| ATP Toronto | 2021/08/07 15:00 | Illya Marchenko v James Duckworth | 1-6,3-6 |
| ATP Washington | 2021/08/03 18:00 | Tennys Sandgren v James Duckworth | 6-3,2-6,6-2 |
| Olympics 2020 - Men | 2021/07/27 06:20 | James Duckworth v Karen Khachanov | 5-7,1-6 |
| Olympics 2020 - Men | 2021/07/25 02:00 | Lukas Klein v James Duckworth | 7-5,3-6,6-7 |
| Wimbledon | 2021/07/03 10:00 | Lorenzo Sonego v James Duckworth | 6-3,6-4,6-4 |
| Wimbledon | 2021/07/01 11:20 | James Duckworth v Sam Querrey | 7-5,6-7,6-3,6-2 |
Away History
| ATP Washington | 2021/08/08 21:00 | Mackenzie McDonald v Jannik Sinner | 5-7,6-4,5-7 |
| ATP Washington | 2021/08/07 20:00 | Jannik Sinner v Jenson Brooksby | 7-6,6-1 |
| ATP Washington | 2021/08/06 19:25 | Jannik Sinner v Steve Johnson | 6-4,6-2 |
| ATP Washington | 2021/08/05 18:00 | Jannik Sinner v Sebastian Korda | 7-6,7-6 |
| ATP Washington | 2021/08/04 20:30 | Jannik Sinner v Emil Ruusuvuori | 6-2,6-4 |
| ATP Atlanta | 2021/07/29 17:30 | Christopher O'Connell v Jannik Sinner | 7-6,6-4 |
| Wimbledon | 2021/06/28 14:30 | Marton Fucsovics v Jannik Sinner | 5-7,6-3,7-5,6-3 |
| ATP Queens | 2021/06/14 11:00 | Jack Draper v Jannik Sinner | 7-6,7-6 |