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Patrick Rafter defeated Mikael Tillström 6–3, 6–4 to win the 1998 Chennai Open singles event. Tillström was the defending champion.
Anne White and Robin White were the defending champions but only Robin White competed that year with Gigi Fernández.
Neige Dias won in the final 6–3, 6–3 against Bettina Fulco.
The 1999 ASB Classic – Doubles was the doubles event of the fourteenth edition of the ASB Classic; a WTA Tier IV tournament and the most prestigious women's tennis tournament held in New Zealand. Nana Miyagi and Tamarine Tanasugarn were the defending champions but did not compete that year.
The 1999 ANZ Tasmanian International – Doubles was the doubles event of the sixth edition of the ANZ Tasmanian International. Virginia Ruano Pascual and Paola Suárez were the defending champions but only Ruano Pascual competed that year with Florencia Labat. Labat and Ruano Pascual lost in the first round to Nannie de Villiers and Eva Melicharová.
The 1999 Toray Pan Pacific Open – Doubles was the doubles event of the twenty-fourth edition of the Toray Pan Pacific Open Tennis Tournament, the first WTA Tier I tournament of the year. Martina Hingis and Mirjana Lučić were the defending champions but only Hingis competed that year with Jana Novotná.
The 1999 IGA SuperThrift Classic – Doubles was the doubles event of the fourteenth edition of the IGA SuperThrift Classic; a WTA Tier III tournament held in Oklahoma City, United States. Serena Williams and Venus Williams were the defending champions but did not compete that year.
The 1999 Betty Barclay Cup – Doubles was the doubles event of the fifteenth edition of the Betty Barclay Cup, a WTA Tier II tournament held in Hamburg, Germany and part of the European claycourt season. Barbara Schett and Patty Schnyder were the defending champions but only Schett competed that year with Ruxandra Dragomir. The pair lost in the first round to Irina Spîrlea and Caroline Vis.
Jana Novotná and Jim Pugh were the defending champions and won in the final 6–3, 6–4 against Zina Garrison and Sherwood Stewart.
The 1999 Kremlin Cup – Women's Doubles was the women's doubles event of the fourth WTA edition of the Kremlin Cup; a WTA Tier I tournament and the most prestigious tournament held in Russia. Mary Pierce and Natasha Zvereva were the defending champions, but Pierce competed this year with Barbara Schett, whereas Zvereva competed with Elena Tatarkova.
The 1999 Warsaw Cup by Heros – Doubles was the doubles event of the fifth edition of the Warsaw Open; a WTA Tier IV tournament held in Warsaw, Poland. Olga Lugina and Karina Habšudová were the champions last year when it was a Tier III event. Habšudová did not compete this year, while Lugina teamed up with Sandra Naćuk. She was defeated in the quarterfinals.
The 1999 Bank of the West Classic – Doubles was the doubles event of the twenty-eighth edition of the first tournament in the US Open Series.
The 1999 TIG Classic – Doubles was the doubles event of the twentieth edition of the second tournament in the US Open Series.
The 1999 Acura Classic – Singles was the singles event of the twentieth edition of the third tournament in the US Open Series.
The 1999 Toyota Princess Cup – Singles was the tennis singles event of the third edition of the first hardcourt tournament after the US Open. Monica Seles was the two-time defending champion, but was defeated by Lindsay Davenport in the final to win the title.
The 1999 Toyota Princess Cup – Doubles was the tennis doubles event of the third edition of the first hardcourt tournament after the US Open. Anna Kournikova and Monica Seles were the defending champions, but neither competed this time.
The 1999 Wismilak International – Doubles was the doubles event of the fifth edition of the most prestigious women's tennis tournament held in Southeast Asia. It was not played the previous year, so there was no defending champion.
The 1999 Generali Ladies Linz – Doubles was the tennis doubles event of the thirteenth edition of the most prestigious tournament in Austria. Alexandra Fusai and Nathalie Tauziat were the two-time defending champions, but they were defeated in the semifinals by Tina Križan and Larisa Neiland.
The tennis competition at the 2014 Central American and Caribbean Games was held in Veracruz, Mexico.
Julio Peralta and Horacio Zeballos were the defending champions, but chose to compete in Hamburg instead.
