By surface
| Surface | Jimmy Connors | Ian Crookenden |
|---|
All meetings (2)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1974-04-07 | ATP | Washington | Quarterfinal | — | Jimmy Connors | 6-7 | 6-1 | 6-4 | ||
| 1974-01-22 | ATP | Omaha | Semifinal | — | Jimmy Connors | 6-2 | 6-2 |