Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| Challenger Bangalore | 2018/11/14 10:30 | Sebastian Fanselow v Prajnesh Gunneswaran | 6-4,4-6,5-7 |
| ATP Pune | 2020/02/06 13:10 | Soonwoo Kwon v Prajnesh Gunneswaran | 6-3,7-6 |
| ATP Pune | 2020/02/04 13:10 | Prajnesh Gunneswaran v Yannick Maden | 7-6,7-6 |
| Australian Open | 2020/01/20 23:30 | Tatsuma Ito v Prajnesh Gunneswaran | 6-4,6-2,7-5 |
| Australian Open | 2020/01/17 05:05 | Ernests Gulbis v Prajnesh Gunneswaran | 7-6,6-2 |
| Australian Open | 2020/01/16 06:35 | Yannick Hanfmann v Prajnesh Gunneswaran | 6-1,2-6,1-6 |
| Australian Open | 2020/01/14 09:00 | Harry Bourchier v Prajnesh Gunneswaran | 2-6,4-6 |
| Challenger Canberra | 2020/01/07 06:45 | Prajnesh Gunneswaran v Taro Daniel | 4-6,6-7 |
| Challenger Canberra | 2020/01/06 03:20 | Prajnesh Gunneswaran v Jason Kubler | 7-5,6-3 |
| Challenger Bengaluru | 2020/02/11 06:45 | Bogdan Bobrov v Sebastian Fanselow | 2-6,3-6 |
| ITF M25 Nonthaburi | 2020/02/09 03:00 | Sebastian Fanselow v Benjamin Bonzi | 4-6,1-6 |
| ITF M25 Nonthaburi | 2020/02/08 02:30 | Tsung-Hua Yang v Sebastian Fanselow | 6-7,3-6 |
| ITF M25 Nonthaburi | 2020/02/07 02:30 | Sebastian Fanselow v Makoto Ochi | 6-0,6-3 |
| ITF M25 Nonthaburi | 2020/02/06 02:25 | Corentin Denolly v Sebastian Fanselow | 4-6,1-6 |
| ITF M25 Nonthaburi | 2020/02/05 02:30 | Wishaya Trongcharoenchaikul v Sebastian Fanselow | 3-6,7-6,3-6 |
| ITF M25 Nonthaburi | 2020/01/29 02:30 | Chun Hsin Tseng v Sebastian Fanselow | 6-1,4-6,6-4 |
| ITF M25 Rancho Santa Fe | 2020/01/16 18:00 | Collin Altamirano v Sebastian Fanselow | 6-1,6-1 |