By surface
| Surface | Lleyton Hewitt | Alex Obrien |
|---|---|---|
| Hard | 2 | 0 |
All meetings (2)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 1999-07-26 | ATP | Los Angeles | Round of 32 | Hard | Lleyton Hewitt | 6-3 | 6-2 | |||
| 1999-07-16 | ATP | Davis Cup WG QF: USA vs AUS | Round Robin | Hard | Lleyton Hewitt | 7-5 | 6-4 |