Malivai Washington defeated Ivan Lendl 6-2 6-3 in the New Haven round of 32 on hard. The upset overturned the form book — Ivan Lendl came in leading the head-to-head 2–0. Malivai Washington claimed a first win over Ivan Lendl in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1993-02-15 | Philadelphia | QF | hard | Ivan Lendl | 7-5 6-2 |
| 1991-06-24 | Wimbledon | R64 | grass | Ivan Lendl | 4-6 2-6 6-4 6-4 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.