1997 - At the end of the year, No.304 Williams defeated Mary Pierce and Monica Seles to reach the semifinals in Chicago, becoming the lowest-ranked player in the Open Era to knock off two Top 10 opponents in one tournament.
1999 - Williams won her first WTA singles title, defeating Amelie Mauresmo to win the Paris Indoors, then followed up by winning her first WTA 1000 event at Indian Wells, where she defeated Stefanie Graf in the final.