Ivan Lendl defeated Malivai Washington 7-5 6-2 in the Philadelphia quarter-final on hard. The upset overturned the form book — Malivai Washington came in defending last year's round of 32, but Ivan Lendl had been the form player, winning 4 of their last 7 on hard. Ivan Lendl extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-06-24 | Wimbledon | R64 | grass | Ivan Lendl | 4-6 2-6 6-4 6-4 7-5 |
| 1990-08-13 | New Haven | R32 | hard | Malivai Washington | 6-2 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.