Steffi Graf defeated Monica Seles 7-6 0-6 6-3 in the US Open final on hard. The result followed the form book — Steffi Graf came in defending last year's final. Steffi Graf extended the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-24 | Roland Garros | SF | clay | Steffi Graf | 6-7 6-3 6-4 |
| 1999-01-18 | Australian Open | QF | hard | Monica Seles | 7-5 6-1 |
| 1998-11-16 | WTA Tour Championships | QF | carpet | Steffi Graf | 1-6 6-4 6-4 |
| 1996-08-26 | US Open | F | hard | Steffi Graf | 7-5 6-4 |
| 1992-05-25 | Roland Garros | F | clay | Monica Seles | 6-2 3-6 10-8 |
| 1990-05-28 | Roland Garros | F | clay | Monica Seles | 7-6(6) 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.