Ivan Lendl defeated Cristiano Caratti 6-1 6-1 in the Long Island round of 32 on hard. The result followed the form book — Ivan Lendl came in defending the title. Ivan Lendl extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-12-09 | Grand Slam Cup | R16 | carpet | Ivan Lendl | 6-4 6-1 |
| 1991-02-04 | Milan | R16 | carpet | Cristiano Caratti | 6-4 1-6 7-6(3) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.