Stadium: Court 1 Round: 14 Ground: Clay
| ITF M25 - Setubal | 2021/10/04 12:10 | Anirudh Chandrasekar v Simone Vaccari | 2-6,4-6 |
| Challenger - Rennes | 2021/09/12 13:30 | Anirudh Chandrasekar v Titouan Droguet | 3-6,2-6 |
| ITF M15 - Allershausen | 2021/08/31 08:00 | Anirudh Chandrasekar v Michael Weindl | 2-6,3-6 |
| ITF M15 - New Delhi | 2021/03/28 05:00 | Anirudh Chandrasekar v Siddharth Vishwakarma | 7-5,3-6,9-11 |
| ITF M15 - Pune | 2021/03/22 07:30 | Anirudh Chandrasekar v Faisal Qamar | 4-6,6-3,15-17 |
| ITF M15 - Pune | 2021/03/21 10:35 | Anirudh Chandrasekar v Kapeesh Khandge | 6-1,6-1 |
| ITF M15 - Indore | 2021/03/09 04:00 | Manish Sureshkumar v Anirudh Chandrasekar | 6-3,6-2 |
| ITF M15 - Lucknow | 2021/03/02 04:45 | Lakshit Sood v Anirudh Chandrasekar | 6-3,6-4 |