[102] James Duckworth 4-6,6-2,6-7 Prajnesh Gunneswaran [134] 2021-03-05 05:00
Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
Head to Head
| Challenger Bangkok 1A | 2019/02/23 05:30 | Prajnesh Gunneswaran v James Duckworth | 6-7,6-3,6-7 |
| Challenger Chennai | 2019/02/08 08:05 | Prajnesh Gunneswaran v James Duckworth | 6-4,6-3 |
Home History
| Challenger Nur-Sultan | 2021/03/04 05:00 | James Duckworth v Vladyslav Manafov | 6-2,6-7,7-5 |
| Challenger Nur-Sultan | 2021/03/03 06:05 | James Duckworth v Alibek Kachmazov | 6-4,5-7,7-5 |
| ATP Singapur | 2021/02/23 10:00 | James Duckworth v Yannick Hanfmann | 2-6,4-6 |
| Australian Open | 2021/02/10 01:30 | James Duckworth v Felix Auger Aliassime | 4-6,1-6,2-6 |
| Australian Open | 2021/02/08 04:45 | Damir Dzumhur v James Duckworth | 3-6,2-6,4-6 |
| ATP Murray River Open | 2021/02/05 01:25 | James Duckworth v Corentin Moutet | 6-7,4-6 |
| ATP Murray River Open | 2021/02/03 03:30 | Ugo Humbert v James Duckworth | 6-7,4-6 |
| ATP Murray River Open | 2021/02/02 02:35 | James Duckworth v Tomas Machac | 6-3,6-4 |
Away History
| Challenger Nur-Sultan | 2021/03/02 04:00 | Julian Lenz v Prajnesh Gunneswaran | 6-3,2-6,3-6 |
| Challenger Nur-Sultan | 2021/02/27 06:25 | Prajnesh Gunneswaran v Jurij Rodionov | 2-6,6-3,3-6 |
| Challenger Nur-Sultan | 2021/02/26 07:40 | Martin Klizan v Prajnesh Gunneswaran | 3-6,6-4,4-6 |
| Challenger Nur-Sultan | 2021/02/25 05:00 | Brayden Schnur v Prajnesh Gunneswaran | 6-3,3-6,0-6 |
| Challenger Nur-Sultan | 2021/02/24 08:30 | Dostanbek Tashbulatov v Prajnesh Gunneswaran | 2-6,3-6 |
| Challenger Potchefstroom | 2021/02/15 10:50 | Prajnesh Gunneswaran v Akira Santillan | 3-6,6-3,5-7 |
| Challenger Potchefstroom | 2021/02/09 10:15 | Prajnesh Gunneswaran v Dimitar Kuzmanov | 3-6,4-6 |
| Australian Open | 2021/01/12 13:10 | Prajnesh Gunneswaran v Constant Lestienne | 2-6,3-6 |