Kenneth Carlsen defeated Michael Chang 7-5 6-4 in the New Haven round of 32 on hard. The upset overturned the form book — Michael Chang came in leading the head-to-head 7–0, but Kenneth Carlsen had been the form player, winning 2 of their last 7 on hard. Kenneth Carlsen claimed a first win over Michael Chang in eight meetings, narrowing the head-to-head to 7–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-08-24 | Boston | R16 | hard | Michael Chang | 7-5 6-2 |
| 1998-01-19 | Australian Open | R128 | hard | Michael Chang | 6-3 7-6 5-7 6-3 |
| 1997-02-17 | Memphis | R16 | hard | Michael Chang | 6-7 6-2 6-0 |
| 1996-07-15 | Washington | SF | hard | Michael Chang | 6-3 6-4 |
| 1995-04-17 | Hong Kong | QF | hard | Michael Chang | 6-3 6-2 |
| 1994-01-31 | San Jose | R16 | hard | Michael Chang | 6-3 6-2 |
| 1993-04-12 | Hong Kong | QF | hard | Michael Chang | 7-6(6) 6-2 |
Averages over each player's completed matches in the selected window (200 vs 200). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About