By surface
| Surface | Jimmy Connors | Sergi Bruguera |
|---|---|---|
| Clay | 1 | 1 |
All meetings (2)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1989-05-15 | ATP | Rome | Round of 16 | Clay | Sergi Bruguera | 1-6 | 1-6 | |||
| 1989-05-08 | ATP | Hamburg | Round of 16 | Clay | Jimmy Connors | 7-5 | 3-6 | 7-5 |