Rachel McQuillan and Lisa McShea were the defending champions but lost in the first round to Kerry-Anne Guse and Alicia Molik.
Lindsay Davenport and Lisa Raymond were the defending champions but they competed with different partners that year, Davenport with Mary Joe Fernández and Raymond with Rennae Stubbs.
The 1999 Faber Grand Prix singles was the singles event of the seventh edition of the Faber Grand Prix; a WTA Tier II tournament held in Hanover, Germany. Patty Schnyder was the defending champion but lost in the second round to Elena Likhovtseva.
The 1999 Open Gaz de France singles was the singles event of the seventh edition of the Open GDF Suez; a WTA Tier II tournament held in Paris, France. Mary Pierce was the defending champion but did not compete that year.
Serena Williams defeated Steffi Graf in the final, 6–3, 3–6, 7–5 to win the women's singles tennis title at the 1999 Indian Wells Open. It was the second and last time that the two would contest a professional match.
Defending champion Venus Williams defeated her sister Serena in the final, 6–1, 4–6, 6–4 to win the women's singles tennis title at the 1999 Miami Open.
The 1999 Lipton Championships women's doubles was the women's doubles event of the fifteenth edition of the tennis tournament played at Miami, United States. It is the third WTA Tier I tournament of the year, and part of the US Spring tennis season. Martina Hingis and Jana Novotná were the defending champions and won in the final 0–6, 6–4, 7–6(7–1) against Mary Joe Fernández and Monica Seles.
Nathalie Tauziat defeated Barbara Schett in the final, 2–6, 6–4, 6–1 to win the women's singles tennis title at the 1999 Kremlin Cup.
Lisa Raymond and Rennae Stubbs were the defending champions, but lost in semifinals to tournament winners Julie Halard-Decugis and Ai Sugiyama.
Martina Hingis defeated Julie Halard-Decugis in the final, 6–0, 6–1 to win the singles tennis title at the 1999 WTA German Open.
Venus Williams defeated Martina Hingis in the final, 6–3, 6–4 to win the singles tennis title at the 1999 European Indoor Championships.
Julie Halard-Decugis was the defending champion, but was defeated in the quarterfinals by Tamarine Tanasugarn.
Defending champion Monica Seles defeated Gabriela Sabatini in the final, 6–3, 7–5 to win the women's singles tennis title at the 1991 Miami Open.
The 1999 Acura Classic singles was the singles event of the twentieth edition of the third tournament in the US Open Series.
The 1999 Pilot Pen Tennis singles was the singles event of the seventeenth edition of the final tournament in the US Open Series. Steffi Graf was the reigning champion, but had retired after the TIG Classic.
The 1999 Sparkassen Cup singles was the tennis singles event of the tenth edition of the Sparkassen Cup; a WTA Tier II tournament held in Leipzig, Germany. Steffi Graf was the defending champion but retired after Wimbledon earlier in the year.
The 1999 Advanta Championships of Philadelphia singles was the tennis singles event of the seventeenth edition of the Advanta Championships of Philadelphia; a WTA Tier II tournament held in Philadelphia. Steffi Graf was the defending champion but retired after Wimbledon earlier in the year.
The 2000 du Maurier Open women's doubles was the doubles event of the ninety-ninth women's edition of the Canadian Open; a WTA Tier I tournament and the most prestigious women's tennis tournament held in Canada. Jana Novotná and Mary Pierce were the reigning champions, but Novotná retired from professional tennis in 1999 and Pierce did not compete at the tournament. Martina Hingis and Nathalie Tauziat won the title by defeating Julie Halard-Decugis and Ai Sugiyama 6–3, 3–6, 6–4 in the final. It was the 11th title for Hingis and the 21st title for Tauziat in their respective doubles careers.
Serena Williams was the defending champion, but lost in the final 7–5, 6–2 against Nathalie Tauziat.
Irina Spîrlea and Caroline Vis were the defending champions, but lost in semifinals to Julie Halard-Decugis and Sandrine Testud.
Julie Halard-Decugis 
