Jan Michael Gambill defeated Michael Chang 4-6 6-2 7-6 in the Los Angeles round of 32 on hard. Jan Michael Gambill extended the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-06-10 | Queen's Club | R64 | grass | Jan Michael Gambill | 7-5 6-3 |
| 2000-07-24 | Los Angeles | F | hard | Michael Chang | 6-7(2) 6-3 RET |
| 2000-05-15 | Hamburg Masters | R64 | clay | Jan Michael Gambill | 7-5 7-5 |
| 1999-10-11 | Singapore | R16 | hard | Jan Michael Gambill | 6-2 7-6(4) |
| 1999-10-04 | Shanghai | QF | carpet | Michael Chang | 6-3 7-5 |
| 1997-04-21 | Orlando | R32 | clay | Michael Chang | 6-3 6-3 |
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 (157 vs 36). ATP, WTA & Challenger.