Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Cairo | 2020/12/07 08:00 | Marcolini, Geronimo v Chandrasekar, Anirudh | 1-6,6-7 |
| ITF M15 Cairo | 2020/11/30 08:00 | Stefano Baldoni v Chandrasekar, Anirudh | 6-0,6-4 |
| ITF M15 Cairo | 2020/11/29 09:30 | Morsy, Omar v Chandrasekar, Anirudh | 2-6,3-6 |
| ITF M15 Cairo | 2020/11/23 11:30 | Stefano Baldoni v Chandrasekar, Anirudh | 6-1,6-0 |
| Kolkata, Singles M-ITF-IND-01B | 2020/03/11 04:00 | Kaza, Vinayak Sharma v Chandrasekar, Anirudh | 7-5,6-4 |
| Challenger - Bengaluru | 2020/02/11 05:30 | Chandrasekar, Anirudh v Ocleppo, Julian | 2-6,1-6 |
| Challenger - Bengaluru | 2020/02/10 05:30 | Chandrasekar, Anirudh v Ballekere Ravikumar, Nikshep | 6-3,6-4 |
| Nonthaburi, Simples M-ITF-THA-06A | 2019/11/24 10:35 | Chandrasekar, Anirudh v Benjamin Pietri | 2-6,4-6 |
| Kolkata, Singles M-ITF-IND-01B | 2020/03/12 04:00 | Niklas Schell v Nitin Kumar Sinha | 6-3,3-6,0-6 |
| Nonthaburi, Singles M-ITF-THA-01A | 2020/02/03 04:55 | Nitin Kumar Sinha v Rapp, Austin | 1-6,6-3,8-10 |
| Nonthaburi, Singles M-ITF-THA-01A | 2020/02/02 09:45 | Nitin Kumar Sinha v Pokinsagethasiri, Shisanuphong | 6-3,2-6,13-11 |
| ITF - M15 Antalya | 2020/01/29 06:00 | Nitin Kumar Sinha v Meraut, Tristan | 2-6,6-7 |
| ITF - M15 Antalya | 2020/01/27 07:00 | Nitin Kumar Sinha v Sendogan, Emir | 6-2,6-3 |
| ITF - M15 Antalya | 2020/01/23 07:00 | Zekic, Miljan v Nitin Kumar Sinha | 7-6,6-1 |
| ITF - M15 Antalya | 2020/01/22 10:35 | Eysseric, Jonathan v Nitin Kumar Sinha | 4-6,4-6 |
| ITF - M15 Antalya | 2020/01/14 08:30 | Cagnina, Julien v Nitin Kumar Sinha | 6-2,6-2 |