| ITF India F5 | 2016/09/10 03:30 | Nitin Kumar Sinha v Chaukulkar, Tejas | 4-6,6-4,6-3 |
| ITF India F4 | 2016/09/07 04:30 | Jayaprakash, Mohit Mayur v Chaukulkar, Tejas | 4-6,7-6,6-4 |
| ITF India F4 | 2016/09/06 09:20 | Suresh, Dhakshineswar v Chaukulkar, Tejas | 3-6,1-6 |
| ITF India F4 | 2016/09/03 06:30 | Byreddy, Sai Saran Reddy v Chaukulkar, Tejas | 6-4,2-6,0-6 |
| ITF Germany F10 | 2016/08/09 10:00 | Chaukulkar, Tejas v Kahlke, Jannis | 6-7,3-6 |
| ITF Germany F10 Qual | 2016/08/07 15:00 | Chaukulkar, Tejas v Staal, Rick | 6-3,6-3 |
| ITF India F3 | 2016/05/08 04:30 | Alcantara, Francis Casey v Chaukulkar, Tejas | 6-3,6-3 |
| ITF India F3 | 2016/05/07 06:00 | Dahiya, Paras v Chaukulkar, Tejas | 4-6,0-6 |
| ITF Egypt F26 | 2016/09/29 09:25 | Chandrasekar, Anirudh v Merino, Alexander | 6-7,6-2,5-7 |
| ITF Egypt F26 | 2016/09/28 12:30 | Chandrasekar, Anirudh v Braun, Alexander | 6-3,3-6,6-3 |
| ITF Egypt F26 Qual | 2016/09/26 07:30 | Chandrasekar, Anirudh v Davanzo, Killian | 1-6,6-4,6-2 |
| ITF Egypt F25 | 2016/09/22 08:50 | Chandrasekar, Anirudh v Grace, Samy | 6-7,4-6 |
| ITF Egypt F24 | 2016/09/14 12:45 | Chandrasekar, Anirudh v Federico Zeballos | 2-6,0-6 |
| ITF Egypt F24 Qual | 2016/09/12 08:00 | Grimolizzi, Adrian Esteban v Chandrasekar, Anirudh | 1-6,1-6 |
| ITF Egypt F24 Qual | 2016/09/11 10:00 | Vittar, Francisco v Chandrasekar, Anirudh | 6-1,4-6,3-6 |
| ITF Egypt F24 Qual | 2016/09/10 09:30 | Chandrasekar, Anirudh v Gimenez Pilutik, Inaki | 6-3,1-6,6-3 |