Michael Stich defeated Jimmy Connors 7-5 3-6 6-7 6-1 6-2 in the Roland Garros round of 128 on clay. Michael Stich extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-02-10 | Memphis | R16 | hard | Jimmy Connors | 5-7 7-6(5) 7-5 |
| 1990-09-24 | Basel | R32 | hard | Michael Stich | 7-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.