Aaddi Gupta defeated Annika Kannan 6-2 3-6 12-10 in the W15 Monastir 30 q32 on hard. The upset overturned the form book — Annika Kannan came in leading the head-to-head 1–0. Aaddi Gupta claimed a first win over Annika Kannan in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2024-03-05 | W15 Heraklion 1 | Q16 | clay | Annika Kannan | 7-6(4) 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.