Thomas Enqvist defeated Magnus Larsson 4-6 7-6 6-1 in the Long Island round of 32 on hard. The upset overturned the form book — Magnus Larsson came in leading the head-to-head 5–2. Thomas Enqvist narrowed the head-to-head to 5–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-16 | Indianapolis | R32 | hard | Magnus Larsson | 7-6 6-4 |
| 1997-11-03 | Stockholm | R16 | hard | Magnus Larsson | 6-1 6-2 |
| 1997-10-06 | Vienna | R16 | hard | Magnus Larsson | 7-5 6-4 |
| 1997-01-01 | Doha | R32 | hard | Magnus Larsson | 6-4 7-5 |
| 1996-12-30 | Doha | R32 | hard | Magnus Larsson | 6-4 7-5 |
| 1996-02-12 | Dubai | R16 | hard | Thomas Enqvist | 6-3 6-2 |
| 1992-01-13 | Australian Open | R128 | hard | Thomas Enqvist | 7-5 7-6(6) 7-5 |
Averages over each player's completed matches in the selected window (200 vs 87). 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