[37] Filip Krajinovic 6-7,3-6 James Duckworth [65] 2021-09-23 10:10
Stadium: Center Court Round: 26 Ground: Hardcourt indoor
Home History
| US Open | 2021/08/30 23:40 | Guido Pella v Filip Krajinovic | 6-7,6-3,6-2,6-2 |
| ATP Cincinnati | 2021/08/16 23:55 | Filip Krajinovic v Alex De Minaur | 6-0,4-6,4-6 |
| ATP Kitzbühel | 2021/07/29 13:40 | Filip Krajinovic v Arthur Rinderknech | 4-6,1-6 |
| ATP Kitzbühel | 2021/07/28 09:00 | Filip Krajinovic v Carlos Taberner | 6-3,2-6,6-4 |
| ATP Umag | 2021/07/23 18:50 | Filip Krajinovic v Carlos Alcaraz Garfia | 6-7,6-2,1-6 |
| ATP Umag | 2021/07/22 14:30 | Filip Krajinovic v Radu Albot | 6-4,6-2 |
| ATP Hamburg | 2021/07/18 11:30 | Filip Krajinovic v Pablo Carreno Busta | 2-6,4-6 |
| ATP Hamburg | 2021/07/17 11:30 | Filip Krajinovic v Laslo Djere | 6-4,6-2 |
Away History
| 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 |
| Challenger Istanbul | 2021/09/18 08:00 | James Duckworth v Quentin Halys | 6-7,6-3,6-4 |
| Challenger Istanbul | 2021/09/17 08:00 | James Duckworth v Hugo Grenier | 6-3,6-3 |
| Challenger Istanbul | 2021/09/15 09:10 | James Duckworth v Alexandre Muller | 6-3,6-2 |
| Challenger Istanbul | 2021/09/14 11:40 | James Duckworth v Lorenzo Giustino | 7-5,6-1 |
| US Open | 2021/08/30 17:05 | Pedro Martinez v James Duckworth | 4-6,4-6,7-6,6-2,6-2 |
| ATP Winston-Salem | 2021/08/22 21:20 | Thiago Monteiro v James Duckworth | 6-4,4-6,7-6 |