Stadium: Court 1 Round: 27 Ground: Clay
| ITF India F6 | 2017/03/24 06:00 | Gunneswaran, Prajnesh v Singh, Dalwinder | 6-0,6-3 |
| ITF India F4 | 2016/09/07 08:40 | Gunneswaran, Prajnesh v Singh, Dalwinder | 6-1,6-1 |
| ITF India F3 | 2018/03/14 05:30 | Gunneswaran, Prajnesh v Turini, Thales | 6-1,6-3 |
| ITF India F3 | 2018/03/12 05:35 | Gunneswaran, Prajnesh v Markovic, Goran | 6-4,6-2 |
| Challenger Yokohama | 2018/02/27 04:25 | Jordan Thompson v Gunneswaran, Prajnesh | 2-6,6-4,6-3 |
| Kyoto, Japan | 2018/02/22 02:55 | Puetz, Tim v Gunneswaran, Prajnesh | 7-6,6-2 |
| Kyoto, Japan | 2018/02/20 04:10 | Gunneswaran, Prajnesh v Robert, Stephane | 6-3,1-6,6-4 |
| Challenger - Chennai | 2018/02/13 04:30 | Pedro Martinez v Gunneswaran, Prajnesh | 6-1,6-4 |
| Australian Open Qual | 2018/01/09 23:00 | Gunneswaran, Prajnesh v Kamke, Tobias | 6-4,1-6,2-6 |
| ATP Pune Qual | 2017/12/31 10:15 | Thiago Monteiro v Gunneswaran, Prajnesh | 7-5,7-5 |
| ITF India F3 | 2018/03/14 04:00 | Singh, Dalwinder v Kaza, Vinayak Sharma | 6-4,6-2 |
| ITF India F3 | 2018/03/12 04:00 | Goveas, Aryan v Singh, Dalwinder | 6-1,3-6,3-6 |
| ITF India F2 | 2018/03/06 03:30 | Singh, Dalwinder v Reinwein, Sami | 2-6,5-7 |
| ITF India F2 | 2018/03/04 04:30 | Singh, Dalwinder v Kaza, Vinayak Sharma | 7-6,6-4 |
| ITF India F2 | 2018/03/03 07:00 | Singh, Dalwinder v Solanki, Alex | 6-2,6-2 |
| ITF India F1 | 2018/02/28 04:00 | Kaza, Vinayak Sharma v Singh, Dalwinder | 6-3,6-4 |
| ITF India F1 | 2018/02/26 04:15 | Singh, Dalwinder v Siddharth Vishwakarma | 6-4,7-5 |
| Challenger Chennai Qual | 2018/02/10 07:10 | Singh, Dalwinder v Bava, Haadin | 0-6,6-7 |