Irina Spirlea defeated Anna Smashnova 6-4 6-2 in the Paris round of 16 on carpet. The result followed the form book — Irina Spirlea came in leading the head-to-head 3–0, defending last year's round of 16. Irina Spirlea extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-14 | Eastbourne | R32 | grass | Irina Spirlea | 6-2 3-6 6-3 |
| 1999-03-29 | Hilton Head | R64 | clay | Irina Spirlea | 7-5 6-3 |
| 1999-01-03 | Hope Island | R16 | hard | Irina Spirlea | 6-4 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.