[112] James Duckworth 6-7,6-2,6-3 Prajnesh Gunneswaran [313] 2023-02-28 10:55
Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
Head to Head
| Challenger Playford | 2022/10/25 06:05 | Prajnesh Gunneswaran v James Duckworth | 5-7,1-6 |
| Challenger Nur-Sultan | 2021/03/05 05:00 | James Duckworth v Prajnesh Gunneswaran | 4-6,6-2,6-7 |
| 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 Bengaluru | 2023/02/26 12:30 | Max Purcell v James Duckworth | 3-6,7-5,7-6 |
| Challenger Bengaluru | 2023/02/25 09:30 | James McCabe v James Duckworth | 3-6,3-6 |
| Challenger Bengaluru | 2023/02/24 06:30 | Dimitar Kuzmanov v James Duckworth | 4-6,1-6 |
| Challenger Bengaluru | 2023/02/23 10:50 | Giovanni Mpetshi Perricard v James Duckworth | 1-6,2-6 |
| Challenger Bengaluru | 2023/02/21 10:30 | Rio Noguchi v James Duckworth | 6-7,1-6 |
| Challenger Chennai | 2023/02/17 07:10 | Max Purcell v James Duckworth | 6-4,4-6,6-4 |
| Challenger Chennai | 2023/02/16 07:15 | Hamad Medjedovic v James Duckworth | 2-6,6-7 |
| Challenger Chennai | 2023/02/14 06:30 | Carlos Sanchez Jover v James Duckworth | 4-6,2-6 |
Away History
| Challenger Bengaluru | 2023/02/21 07:10 | Prajnesh Gunneswaran v Hamad Medjedovic | 3-6,4-6 |
| Challenger Bengaluru | 2023/02/20 05:45 | Prajnesh Gunneswaran v Carlos Sanchez Jover | 6-4,6-3 |
| Challenger Bengaluru | 2023/02/19 07:10 | Prajnesh Gunneswaran v Benjamin Lock | 7-5,6-4 |
| Challenger Chennai | 2023/02/14 06:35 | Jay Clarke v Prajnesh Gunneswaran | 4-6,6-3,7-6 |
| Davis Cup | 2023/02/04 09:00 | Elmer Moller v Prajnesh Gunneswaran | 4-6,6-7 |
| ITF M25 Al Zahra | 2023/01/29 14:00 | Khumoyun Sultanov v Prajnesh Gunneswaran | 2-6,6-7 |
| ITF M25 Al Zahra | 2023/01/28 11:00 | Prajnesh Gunneswaran v Benjamin Hassan | 6-4,2-6,6-0 |
| ITF M25 Al Zahra | 2023/01/27 08:00 | Jakub Mensik v Prajnesh Gunneswaran | 2-6,1-6 |