Annika Kannan defeated Aaddi Gupta 7-6 6-4 in the W15 Heraklion 1 q16 on clay. The upset overturned the form book — Aaddi Gupta came in leading the head-to-head 1–0. Annika Kannan claimed a first win over Aaddi Gupta in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2022-09-11 | W15 Monastir 30 | Q32 | hard | Aaddi Gupta | 6-2 3-6 12-10 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.