By surface
| Surface | Jimmy Connors | Andrei Chesnokov |
|---|---|---|
| Hard | 4 | 0 |
All meetings (4)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1989-10-09 | ATP | Toulouse | Semifinal | Hard | Jimmy Connors | 3-6 | 6-3 | 6-1 | ||
| 1989-03-13 | ATP | Indian Wells | Round of 16 | Hard | Jimmy Connors | 7-5 | 7-5 | |||
| 1988-10-10 | ATP | Toulouse | Final | Hard | Jimmy Connors | 6-2 | 6-0 | |||
| 1987-02-09 | ATP | Memphis | Round of 32 | Hard | Jimmy Connors | 6-1 | 6-3 |