[53] Jan-Lennard Struff 7-6,6-3 James Duckworth [51] 2021-08-29 00:05
Stadium: CENTER COURT Round: 25 Ground: Hardcourt indoor
Home History
| ATP Winston-Salem | 2021/08/25 19:00 | Jan-Lennard Struff v Ilya Ivashka | 2-6,1-6 |
| ATP Winston-Salem | 2021/08/24 20:00 | Jan-Lennard Struff v Gianluca Mager | 6-2,6-2 |
| ATP Cincinnati | 2021/08/16 17:30 | Dominik Koepfer v Jan-Lennard Struff | 7-6,5-7,6-3 |
| ATP Toronto | 2021/08/09 17:30 | Jan-Lennard Struff v Fabio Fognini | 7-6,2-6,4-6 |
| Olympics 2020 - Men | 2021/07/26 07:50 | Novak Djokovic v Jan-Lennard Struff | 6-4,6-3 |
| Olympics 2020 - Men | 2021/07/24 04:25 | Jan-Lennard Struff v Thiago Monteiro | 6-3,6-4 |
| ATP Hamburg | 2021/07/13 14:15 | Laslo Djere v Jan-Lennard Struff | 6-4,7-5 |
| Wimbledon | 2021/06/29 16:00 | Jan-Lennard Struff v Daniil Medvedev | 4-6,1-6,6-4,6-7 |
Away History
| ATP Winston-Salem | 2021/08/22 21:20 | Thiago Monteiro v James Duckworth | 6-4,4-6,7-6 |
| ATP Toronto | 2021/08/12 23:00 | Daniil Medvedev v James Duckworth | 6-2,6-4 |
| ATP Toronto | 2021/08/11 15:00 | James Duckworth v Jannik Sinner | 6-3,6-4 |
| 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 |