Rupesh Roy advanced when Yuki Bhambri retired 7-6 2-0 in the India F3 qualifying round. Rupesh Roy claimed a first win over Yuki Bhambri in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-03-14 | India F1 | R16 | hard | Yuki Bhambri | 6-3 6-4 |
| 2009-09-28 | India F10 | F | hard | Yuki Bhambri | 6-3 7-6(4) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.