Agustin Calleri defeated Lleyton Hewitt 4-6 6-4 6-4 6-2 in the US Open round of 64 on hard. The upset overturned the form book — Lleyton Hewitt came in leading the head-to-head 2–0, defending last year's quarter-final. Agustin Calleri claimed a first win over Lleyton Hewitt in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-05-14 | Hamburg Masters | R64 | clay | Lleyton Hewitt | 6-3 6-4 |
| 2005-01-03 | Adelaide | R16 | hard | Lleyton Hewitt | 6-1 6-4 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (103 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About