By surface
| Surface | Jim Courier | Brad Gilbert |
|---|---|---|
| Hard | 2 | 2 |
All meetings (4)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1994-02-07 | ATP | Memphis | Quarterfinal | Hard | Brad Gilbert | 4-6 | 4-6 | |||
| 1992-04-13 | ATP | Hong Kong | Semifinal | Hard | Jim Courier | 6-4 | 6-1 | |||
| 1991-08-05 | ATP | Cincinnati Masters | Quarterfinal | Hard | Jim Courier | 6-3 | 6-3 | |||
| 1989-08-07 | ATP | Livingston | Semifinal | Hard | Brad Gilbert | 2-6 | 0-6 |