By surface
| Surface | Jimmy Connors | Dan Cassidy |
|---|---|---|
| Hard | 2 | 0 |
All meetings (2)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1988-08-15 | ATP | Cincinnati | Round of 64 | Hard | Jimmy Connors | 6-4 | 6-1 | |||
| 1985-03-25 | ATP | Fort Myers | Round of 16 | Hard | Jimmy Connors | 6-2 | 6-2 |