By surface
| Surface | Cliff Richey | Boro Jovanovic |
|---|---|---|
| Clay | 1 | 2 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1971-05-22 | ATP | Brussels | Quarterfinal | Clay | Boro Jovanovic | 8-6 | 3-6 | 6-1 | 3-6 | 4-6 |
| 1968-04-15 | ATP | Houston 2 | Final | Clay | Cliff Richey | 6-4 | 6-1 | 6-0 | ||
| 1968-04-08 | ATP | St. Petersburg | Quarterfinal | Clay | Boro Jovanovic | 3-6 | 1-6 |