By surface
| Surface | Jimmy Connors | Paul Annacone |
|---|---|---|
| Grass | 2 | 0 |
All meetings (2)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1986-06-09 | ATP | Queen's Club | Quarterfinal | Grass | Jimmy Connors | 6-3 | 6-4 | |||
| 1984-06-25 | ATP | Wimbledon | Quarterfinal | Grass | Jimmy Connors | 6-2 | 6-4 | 6-2 |