Stadium: Court 4 Round: 54 Ground: Clay
| ITF M15 New Delhi | 2021/03/28 05:00 | Chandrasekar, Anirudh v Siddharth Vishwakarma | 7-5,3-6,9-11 |
| ITF M15 Pune | 2021/03/22 07:30 | Chandrasekar, Anirudh v Qamar, Faisal | 4-6,6-3,15-17 |
| ITF M15 Pune | 2021/03/21 10:35 | Chandrasekar, Anirudh v Khandge, Kapeesh | 6-1,6-1 |
| ITF M15 Indore | 2021/03/09 04:00 | Manish Sureshkumar v Chandrasekar, Anirudh | 6-3,6-2 |
| ITF M15 Lucknow | 2021/03/02 04:45 | Sood, Lakshilt v Chandrasekar, Anirudh | 6-3,6-4 |
| ITF - M15 Sharm El Sheikh | 2021/02/15 07:30 | Crepaldi, Erik v Chandrasekar, Anirudh | 6-1,6-4 |
| ITF - M15 Sharm El Sheikh | 2021/02/14 07:00 | Chandrasekar, Anirudh v Okala, Noam | 6-4,2-6,10-4 |
| ITF - M15 Sharm El Sheikh | 2021/02/08 09:30 | Miladinovic, Marko v Chandrasekar, Anirudh | 6-3,6-4 |
| ITF - M25 Trimbach | 2021/03/08 09:00 | Jonas Schaer v Weindl, Michael | 7-6,5-7,11-9 |
| ITF - M15 Antalya | 2021/01/11 07:00 | Manda, Calin v Weindl, Michael | 7-6,6-2 |
| ITF - M15 Antalya | 2021/01/10 06:00 | Sutekin, Emir v Weindl, Michael | 0-6,2-6 |
| German Championship | 2020/12/10 10:30 | Weindl, Michael v Benjamin Hassan | 3-6,4-6 |
| German Championship | 2020/12/08 15:00 | Milan Welte v Weindl, Michael | 0-0 |
| German Championship | 2020/12/07 15:00 | Weindl, Michael v Onken, Julian | 6-2,5-2 |
| ITF M15 Bratislava | 2020/11/23 12:00 | Milos Karol v Weindl, Michael | 7-6,6-4 |
| Challenger Ismaning | 2020/10/17 15:40 | Weindl, Michael v Lenz, Julian | 1-6,2-6 |