By surface
| Surface | Jimmy Connors | Cristiano Caratti |
|---|---|---|
| Hard | 1 | 2 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1995-07-31 | ATP | Los Angeles | Round of 32 | Hard | Cristiano Caratti | 4-6 | 4-6 | |||
| 1992-03-02 | ATP | Indian Wells Masters | Round of 64 | Hard | Jimmy Connors | 6-4 | 6-4 | |||
| 1991-03-15 | ATP | Miami Masters | Round of 64 | Hard | Cristiano Caratti | 4-6 | 3-6 |