| Challenger Olbia | 10/15 12:20 | 14 | Kyrian Jacquet v Anirudh Chandrasekar | 6-2,6-2 | |
| Challenger Quimper | 01/23 16:00 | 14 | [217] Evan Furness v Anirudh Chandrasekar [193] | 6-1,7-5 | |
| Challenger Nonthaburi | 01/15 03:00 | 14 | [200] Anirudh Chandrasekar v Federico Gaio [421] | 0-6,3-6 | |
| Challenger Knoxville | 11/06 21:50 | 14 | [224] Anirudh Chandrasekar v Tristan McCormick [492] | 2-6,2-6 | |
| Challenger Poznan | 05/29 09:00 | 14 | [278] Daniel Michalski v Anirudh Chandrasekar [394] | 6-2,6-1 | |
| ITF M15 New Delhi | 03/23 04:00 | 25 | Digvijay Pratap Singh v Anirudh Chandrasekar | 6-3,6-3 | |
| ITF M15 Bengaluru | 03/16 06:10 | 25 | Anirudh Chandrasekar v Manish Sureshkumar | 4-6,3-6 | |
| ITF M15 Gurugram | 11/23 05:55 | 25 | Karunuday Singh v Anirudh Chandrasekar | 6-4,6-2 | |
| ITF M15 New Delhi | 11/17 04:00 | 25 | Philip Sekulic v Anirudh Chandrasekar | 6-1,6-1 | |
| Challenger Losinj | 10/18 08:00 | 19 | Georgii Kravchenko v Anirudh Chandrasekar | 6-0,6-1 | |
| Challenger Losinj | 10/17 11:00 | 14 | Eldin Nokic v Anirudh Chandrasekar | 0-6,1-6 | |
| ITF M25 Setubal | 10/04 12:10 | 62 | Anirudh Chandrasekar v Simone Vaccari | 2-6,4-6 | |
| Challenger Rennes | 09/12 13:30 | 14 | Anirudh Chandrasekar v Titouan Droguet | 3-6,2-6 | |
| ITF M15 Allershausen | 08/31 08:00 | 54 | Anirudh Chandrasekar v Michael Weindl | 2-6,3-6 | |
| ITF M15 New Delhi | 03/28 05:00 | 44 | Anirudh Chandrasekar v Siddharth Vishwakarma | 7-5,3-6,9-11 | |
| ITF M15 Pune | 03/22 07:30 | 54 | Anirudh Chandrasekar v Faisal Qamar | 4-6,6-3,15-17 | |
| ITF M15 Pune | 03/21 10:35 | 54 | Anirudh Chandrasekar v Kapeesh Khandge | 6-1,6-1 | |
| ITF M15 Indore | 03/09 04:00 | 25 | Manish Sureshkumar v Anirudh Chandrasekar | 6-3,6-2 | |
| ITF M15 Lucknow | 03/02 04:45 | 25 | Lakshit Sood v Anirudh Chandrasekar | 6-3,6-4 | |
| ITF M15 Sharm El Sheikh | 02/15 07:30 | 62 | Erik Crepaldi v Anirudh Chandrasekar | 6-1,6-4 | |
| ITF M15 Sharm El Sheikh | 02/14 07:00 | 62 | Anirudh Chandrasekar v Noam Okala | 6-4,2-6,10-4 | |
| ITF M15 Sharm El Sheikh | 02/08 09:30 | 62 | Marko Miladinovic v Anirudh Chandrasekar | 6-3,6-4 | |
| ITF M15 Sharm El Sheikh | 02/07 11:00 | 62 | Anirudh Chandrasekar v Kristof Minarik | 4-6,6-3,13-11 | |
| ITF M15 Sharm El Sheikh | 01/31 09:00 | 62 | Anirudh Chandrasekar v Nitin Kumar Sinha | 3-6,4-6 | |
| ITF M15 Cairo | 12/08 08:00 | 62 | Damien Wenger v Anirudh Chandrasekar | Retired | |
| ITF M15 Cairo | 12/07 08:00 | 62 | Geronimo Marcolini v Anirudh Chandrasekar | 1-6,6-7 | |
| ITF M15 Cairo | 11/30 08:00 | 62 | Stefano Baldoni v Anirudh Chandrasekar | 6-0,6-4 | |
| ITF M15 Cairo | 11/29 09:30 | 62 | Omar Morsy v Anirudh Chandrasekar | 2-6,3-6 | |
| ITF M15 Cairo | 11/23 11:30 | 62 | Stefano Baldoni v Anirudh Chandrasekar | 6-1,6-0 | |
| ITF M15 Cairo | 11/22 09:00 | 62 | Preston Connor v Anirudh Chandrasekar | Retired |