| ITF M15 New Delhi | 03/21 06:40 | 44 | Chilakalapudi, Tarun Anirudh v Kaza, Vinayak Sharma | 2-6,0-6 | |
| ITF M15 New Delhi | 03/20 04:30 | 44 | Dhananjay Singh v Chilakalapudi, Tarun Anirudh | 1-6,1-6 | |
| ITF M25 Monastir | 01/30 11:30 | 62 | Jumpei Yamasaki v Chilakalapudi, Tarun Anirudh | 6-1,6-1 | |
| ITF M25 Monastir | 01/23 08:15 | 54 | Florig, Philip v Chilakalapudi, Tarun Anirudh | 6-0,6-1 | |
| ITF M25 Monastir | 01/16 08:30 | 54 | Chilakalapudi, Tarun Anirudh v Ivanov, Vladislav | 1-6,2-6 | |
| ITF M15 Gurugram | 11/22 06:15 | 44 | Sushant Dabas v Chilakalapudi, Tarun Anirudh | 6-4,6-4 | |
| ITF M15 Gurugram | 11/21 06:00 | 44 | Chilakalapudi, Tarun Anirudh v Dahiya, Jatin | 2-6,6-3,11-9 | |
| ITF M15 New Delhi | 11/14 06:30 | 44 | Chilakalapudi, Tarun Anirudh v Lohithaksha Bathrinath | 3-6,3-6 | |
| ITF - M15 Doha | 10/06 17:25 | 25 | Bharath Nishok Kumaran v Chilakalapudi, Tarun Anirudh | 6-2,6-0 | |
| ITF - M15 Doha | 10/04 13:50 | 45 | Chilakalapudi, Tarun Anirudh v Bharath Nishok Kumaran | 2-6,4-6 | |
| ITF M15 Cairo | 09/26 07:30 | 62 | O'Jon, Ian v Chilakalapudi, Tarun Anirudh | 7-5,6-1 | |
| ITF M15 Cairo | 09/19 13:30 | 62 | Chilakalapudi, Tarun Anirudh v Sean Hess | 0-6,0-6 | |
| ITF M15 Cairo | 09/14 07:00 | 62 | Adrian Oetzbach v Chilakalapudi, Tarun Anirudh | 6-0,6-0 | |
| ITF M15 Cairo | 09/12 07:00 | 62 | Chilakalapudi, Tarun Anirudh v Noikor, Noppadol | 1-6,6-4,10-8 | |
| ITF M25 Ueberlingen | 08/16 13:45 | 54 | Santibanez, Sebastian v Chilakalapudi, Tarun Anirudh | 6-3,6-2 | |
| ITF M15 Indore | 03/08 08:30 | 44 | Chilakalapudi, Tarun Anirudh v Baskov, Dmitrii | 2-6,2-6 | |
| ITF M15 Indore | 03/08 04:45 | 44 | Sood, Chandril v Chilakalapudi, Tarun Anirudh | 6-4,3-6,7-10 | |
| ITF M15 Indore | 03/07 03:30 | 44 | Peranamallur, Chandrasekhar Vignesh v Chilakalapudi, Tarun Anirudh | 3-6,6-7 | |
| ITF M15 Lucknow | 02/28 10:15 | 54 | Prashanth, N. Vijay Sundar v Chilakalapudi, Tarun Anirudh | 6-3,6-1 | |
| ITF M15 Cairo | 12/06 12:00 | 62 | Chilakalapudi, Tarun Anirudh v Simon Beaupain | 2-6,4-6 | |
| ITF M15 Cairo | 11/29 08:00 | 62 | Chilakalapudi, Tarun Anirudh v Mathias Klimovicz | 2-6,3-6 | |
| ITF M15 Cairo | 11/22 09:00 | 62 | Leonid Sheyngezikht v Chilakalapudi, Tarun Anirudh | 6-2,6-1 | |
| Kolkata, Singles M-ITF-IND-01B | 03/08 04:00 | 54 | Chilakalapudi, Tarun Anirudh v R Prabodh, Suraj | 1-6,0-6 | |
| ITF - M15 Doha | 12/16 13:30 | 54 | Bava, Haadin v Chilakalapudi, Tarun Anirudh | 6-1,6-3 | |
| ITF M15 Cairo | 12/09 09:00 | 44 | Zaghloul, Aly v Chilakalapudi, Tarun Anirudh | 6-2,6-4 | |
| ITF M15 Cairo | 12/01 10:00 | 44 | Gaware, Sahil v Chilakalapudi, Tarun Anirudh | 6-1,6-0 | |
| ITF M15 Maputo | 11/12 09:30 | 54 | Kapadia, Taha v Chilakalapudi, Tarun Anirudh | 6-0,6-2 | |
| ITF M15 Maputo | 11/04 08:00 | 54 | Chilakalapudi, Tarun Anirudh v Yego, Ibrahim Kibet | 4-6,1-6 | |
| Nanchang, Singles M-ITF-CHN-16A | 09/29 02:00 | 44 | Zhang, Changli v Chilakalapudi, Tarun Anirudh | 4-6,7-6,15-13 | |
| Nanchang, Singles M-ITF-CHN-16A | 09/23 02:00 | 44 | Park, Uisung v Chilakalapudi, Tarun Anirudh | 6-0,6-4 |