Wolfgang Schranz defeated Kalle Flygt 6-4 7-5 in the USA F2 round of 32 on hard. The upset overturned the form book — Kalle Flygt came in leading the head-to-head 3–0. Wolfgang Schranz claimed a first win over Kalle Flygt in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-04 | Italy F18 | QF | hard | Kalle Flygt | 7-6 3-0 |
| 1994-09-17 | Sweden Masters 1 | R32 | carpet | Kalle Flygt | 6-7 6-0 6-2 |
| 1994-09-17 | Sweden Masters 3 | R16 | carpet | Kalle Flygt | 6-7 6-4 6-2 |