By surface
| Surface | Patrick McEnroe | Paul Chamberlin |
|---|---|---|
| Hard | 3 | 0 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1990-04-30 | ATP | Singapore | Round of 32 | Hard | Patrick McEnroe | 1-6 | 6-2 | 6-2 | ||
| 1990-04-23 | ATP | Hong Kong | Round of 16 | Hard | Patrick McEnroe | 6-4 | 6-4 | |||
| 1990-04-09 | ATP | Tokyo Outdoor | Round of 32 | Hard | Patrick McEnroe | 3-6 | 6-3 | 7-5 |