Round: 44 Ground: Hardcourt outdoor
| Egypt F14, Singles Qualifying | 2016/07/02 17:45 | Chandrasekar, Anirudh v Goyal, Medhir | 6-3,6-1 |
| ITF Egypt F13 | 2016/06/26 17:45 | Chandrasekar, Anirudh v Largo, Hugo | 3-6,2-6 |
| ITF India F3 | 2016/05/08 09:30 | Patrombon, Jeson v Chandrasekar, Anirudh | 6-3,6-2 |
| ITF India F3 | 2016/05/07 10:00 | Byreddy, Sai Saran Reddy v Chandrasekar, Anirudh | 1-6,2-6 |
| ITF India F2 | 2016/05/01 09:30 | Chandrasekar, Anirudh v Manish Sureshkumar | 6-7,6-4,2-6 |
| ITF India F2 | 2016/04/30 09:30 | Chandrasekar, Anirudh v Ahuja, Sagar | 6-3,6-2 |
| ITF India F1 | 2016/04/24 04:00 | Goveas, Aryan v Chandrasekar, Anirudh | 6-4,6-4 |
| ITF India F1 | 2016/04/23 04:00 | Chandrasekar, Anirudh v Abhinav Sanjeev Shanmugam | 7-6,6-3 |
| ITF Egypt F13 | 2016/06/30 17:45 | Ortega-Olmedo, Roberto v Jenkins, Jarmere | 6-1,6-7,6-2 |
| ITF Egypt F13 | 2016/06/29 17:45 | Koncilia, Lukas v Jenkins, Jarmere | 6-4,2-6,1-6 |
| ITF Egypt F13 | 2016/06/27 17:45 | Jenkins, Jarmere v Mohamed Hatem, Mostafa | 6-2,6-2 |
| ITF USA F16 | 2016/05/05 17:15 | Jenkins, Jarmere v Bangoura, Sekou | 1-6,4-6 |
| ITF USA F16 | 2016/05/05 13:00 | Jenkins, Jarmere v Naoki Nakagawa | 7-6,6-0 |
| ITF USA F16 | 2016/05/02 13:30 | Jenkins, Jarmere v Pierce, Aron | 6-3,6-0 |
| ITF USA F16 | 2016/05/01 13:00 | Jenkins, Jarmere v Rowland Phillips | 6-3,6-2 |
| ITF USA F16 | 2016/04/30 12:30 | Jenkins, Jarmere v Lunn, Justin | 6-3,6-4 |