| ITF India F9 | 09/16 03:30 | 54 | Chaukulkar, Tejas v Chopra, Ankit | 6-1,6-4 | |
| ITF India F8 | 09/12 05:00 | 25 | Gomez, Lucas v Chaukulkar, Tejas | 6-4,6-2 | |
| ITF India F8 | 09/09 07:30 | 54 | Rangaraju, Ramakrishnan v Chaukulkar, Tejas | 1-6,3-6 | |
| ITF India F7 | 09/04 08:20 | 25 | Bava, Haadin v Chaukulkar, Tejas | 6-4,6-4 | |
| ITF India F7 | 09/03 03:30 | 54 | Chaukulkar, Tejas v Armaan Bhatia | 6-1,6-2 | |
| ITF Germany F11 | 08/15 10:30 | 25 | Michael Vrbensky v Chaukulkar, Tejas | 6-3,6-0 | |
| ITF Germany F10 | 08/08 11:30 | 25 | Galarza, Juan Ignacio v Chaukulkar, Tejas | 6-4,6-2 | |
| ITF Germany F10 | 08/07 10:00 | 62 | Chaukulkar, Tejas v Lang, Robin | 7-5,6-4 | |
| ITF Germany F10 | 08/06 13:00 | 62 | Chaukulkar, Tejas v Otsuka, Yohei | 6-0,6-0 | |
| ITF Germany F9 | 08/01 10:30 | 25 | Boehler, Dominik v Chaukulkar, Tejas | 6-4,6-3 | |
| ITF Germany F9 | 07/31 13:00 | 62 | Chaukulkar, Tejas v Walder, Jordi | 6-3,6-7,6-2 | |
| ITF Germany F9 | 07/30 10:30 | 62 | Chaukulkar, Tejas v Daljev, Pavle | 6-1,7-5 | |
| ITF India F6 | 03/22 03:30 | 26 | Chaukulkar, Tejas v Prashanth, N. Vijay Sundar | 6-3,6-7,3-6 | |
| ITF India F6 | 03/21 04:50 | 25 | Haenle, Pirmin v Chaukulkar, Tejas | 3-6,6-4,4-6 | |
| ITF India F6 | 03/19 05:00 | 54 | Chaukulkar, Tejas v Suresh, Dhakshineswar | Retired | |
| ITF India F6 | 03/18 06:00 | 54 | Chaukulkar, Tejas v Bendre, Anvit | 7-6,6-2 | |
| ITF India F5 | 03/14 07:30 | 25 | Bajwa, Paramveer Singh v Chaukulkar, Tejas | 6-4,2-6,7-5 | |
| ITF India F5 | 03/12 06:30 | 54 | Bhuyan, Ansu v Chaukulkar, Tejas | 4-6,0-6 | |
| ITF India F5 | 03/11 06:00 | 54 | Bendre, Anvit v Chaukulkar, Tejas | 4-6,2-6 | |
| ITF India F4 | 03/08 04:30 | 26 | Chaukulkar, Tejas v Mukund, S. | 5-7,4-6 | |
| ITF India F4 | 03/06 03:30 | 25 | Chaukulkar, Tejas v Pungliya, Jayesh | 6-0,7-6 | |
| ITF India F2 | 02/21 06:00 | 25 | Chaukulkar, Tejas v Siddharth Vishwakarma | 7-5,5-7,6-7 | |
| ITF India F2 | 02/19 04:30 | 54 | Pungliya, Jayesh v Chaukulkar, Tejas | 4-6,1-6 | |
| ITF India F1 | 02/12 05:30 | 54 | Bava, Haadin v Chaukulkar, Tejas | 6-3,6-1 | |
| ITF India F1 | 02/11 09:00 | 54 | Dahiya, Jatin v Chaukulkar, Tejas | 5-7,1-6 | |
| Challenger Pune Qual | 10/22 09:55 | 46 | Hugo Nys v Chaukulkar, Tejas | 6-3,6-0 | |
| Challenger Pune Qual | 10/22 05:30 | 45 | Chaukulkar, Tejas v Chandrasekar, Anirudh | 4-6,6-3,7-5 | |
| ITF India F5 | 09/10 03:30 | 54 | Nitin Kumar Sinha v Chaukulkar, Tejas | 4-6,6-4,6-3 | |
| ITF India F4 | 09/07 04:30 | 26 | Jayaprakash, Mohit Mayur v Chaukulkar, Tejas | 4-6,7-6,6-4 | |
| ITF India F4 | 09/06 09:20 | 25 | Suresh, Dhakshineswar v Chaukulkar, Tejas | 3-6,1-6 |