Karan Singh leads 3 to 1 over 4 singles meetings since 2022. Last meeting on 22/10/2026 at M25 Mumbai.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 22/10/2026 | M25 Mumbai | Round 2 | hard | Singh | 6-1 6-1 |
| 13/10/2026 | M25 Solapur | Round 1 | hard | Singh | 6-2 6-4 |
| 02/04/2025 | M25 Bengaluru | Round 1 | hard | Singh | 6-1 7-5 |
| 07/03/2022 | M15 Bhopal | Qualifiers | hard | Kalyanpur | 7-6(8) 1-6 11-9 |
| hard | Kalyanpur 1 - 3 Singh |
| 2026 | Kalyanpur 0 - 2 Singh |
| 2025 | Kalyanpur 0 - 1 Singh |
| 2022 | Kalyanpur 1 - 0 Singh |
65 wins, 90 losses since 2021 (41.9%).
Last matches: D V V V D
191 wins, 135 losses since 2021 (58.6%).
Last matches: D V V V V
Karan Singh leads 3 to 1 over 4 singles meetings since 2022.
On 22/10/2026, at M25 Mumbai (Round 2): Karan Singh won 6-1 6-1.