| Egypt F15, Singles Qualifying | 04/25 13:25 | 25 | Chandrasekar, Anirudh v Arh, Anze | 7-6,7-6 | |
| ITF India F4 | 03/21 06:50 | 26 | Chandrasekar, Anirudh v R Prabodh, Suraj | 6-7,3-6 | |
| ITF India F4 | 03/20 08:00 | 25 | Chiu, Yu Hsiang v Chandrasekar, Anirudh | 7-6,5-7,5-7 | |
| ITF India F4 | 03/18 05:00 | 54 | Chandrasekar, Anirudh v Rishi Reddy | 6-2,6-4 | |
| ITF India F3 | 03/11 05:30 | 54 | Du Toit, Lance-Pierre v Chandrasekar, Anirudh | 6-2,6-4 | |
| ITF India F1 | 02/24 03:30 | 54 | Cheruku, Vasisht v Chandrasekar, Anirudh | 7-6,3-6,6-1 | |
| ITF Kuwait F3 | 11/16 07:00 | 26 | Chandrasekar, Anirudh v Neuchrist, Maximilian | 2-6,1-6 | |
| ITF Kuwait F3 | 11/14 12:00 | 25 | Bader Alabdullah v Chandrasekar, Anirudh | 1-6,0-6 | |
| ITF Kuwait F2 | 11/06 06:00 | 25 | Mats Rosenkranz v Chandrasekar, Anirudh | 6-0,7-5 | |
| ITF Kuwait F2 | 11/05 06:00 | 54 | Shirafuji, Naru v Chandrasekar, Anirudh | 6-4,0-6,2-6 | |
| ITF Kuwait F2 | 11/04 06:00 | 54 | Jamal, Hadi v Chandrasekar, Anirudh | 1-6,0-6 | |
| ITF Kuwait F1 | 10/31 06:00 | 25 | Benjamin Lock v Chandrasekar, Anirudh | 6-3,6-1 | |
| Kuwait F1, Singles Qualifying | 10/29 06:00 | 54 | Chandrasekar, Anirudh v Linge, Thomas | 6-4,6-2 | |
| Kuwait F1, Singles Qualifying | 10/28 06:00 | 54 | Chandrasekar, Anirudh v Alexey Dubinin | 6-2,6-3 | |
| ITF India F9 | 09/18 03:30 | 54 | Chandrasekar, Anirudh v Mohammed, Fahad | 7-6,4-6,4-6 | |
| ITF India F9 | 09/16 03:30 | 54 | Chandrasekar, Anirudh v Dhawan, Shramay | 6-2,6-2 | |
| ITF India F8 | 09/10 07:30 | 54 | Chandrasekar, Anirudh v Tan, Li-Wie | 4-6,4-6 | |
| ITF India F8 | 09/09 05:30 | 54 | Chandrasekar, Anirudh v Ahuja, Sagar | 6-2,6-2 | |
| ITF Egypt F23 | 08/02 14:00 | 25 | Chandrasekar, Anirudh v Benjamin Lock | 2-6,2-6 | |
| ITF Egypt F22 | 07/26 14:00 | 25 | Chandrasekar, Anirudh v Alhogbani, Ammar | 2-6,4-6 | |
| Sri Lanka F3, Singles Qualifying | 07/05 06:20 | 26 | Sidharth Rawat v Chandrasekar, Anirudh | 6-3,6-1 | |
| Sri Lanka F3, Singles Qualifying | 07/04 05:10 | 25 | Niki Kaliyanda Poonacha v Chandrasekar, Anirudh | 4-6,6-4,4-6 | |
| Sri Lanka F3, Singles Qualifying | 07/02 03:30 | 54 | Chandrasekar, Anirudh v de Silva, Yasitha | 6-4,6-4 | |
| ITF Sri Lanka F2 | 06/29 03:00 | 25 | Chandrasekar, Anirudh v Jayaprakash, Mohit Mayur | 2-6,3-6 | |
| ITF Sri Lanka F2 | 06/28 03:00 | 54 | Chandrasekar, Anirudh v Bybel, Nicholas | 2-6,1-6 | |
| ITF Sri Lanka F2 | 06/27 03:00 | 54 | Chandrasekar, Anirudh v Chopra, Ankit | 7-5,6-2 | |
| Sri Lanka F1, Singles Qualifying | 06/18 04:00 | 54 | Chandrasekar, Anirudh v Suresh, Gokul | 2-6,6-7 | |
| ITF Singapore F3 | 06/08 03:30 | 26 | Nam Hoang Ly v Chandrasekar, Anirudh | 6-4,6-2 | |
| ITF Singapore F3 | 06/07 02:00 | 25 | Chandrasekar, Anirudh v Lee, Christian Oliver | 6-4,6-4 | |
| ITF Singapore F1 | 06/05 02:00 | 54 | Chandrasekar, Anirudh v Kapadia, Taha | 6-2,6-2 |