The 1999 Estoril Open women's singles was the singles event of the first edition of the WTA Tour Estoril Open; a WTA Tier IV tournament and the most prestigious women's tennis tournament held in Portugal. This tournament was part of the ITF Circuit last year, and it was won by Barbara Schwartz. Schwartz was eliminated in the second round of this year's event. Katarina Srebotnik won in the final 6–3, 6–1 against Rita Kuti-Kis.

Seeds

• # 🇩🇪 Anke Huber (second round) • # 🇫🇷 Sarah Pitkowski (second round) • # 🇱🇺 Anne Kremer (quarterfinals) • # 🇩🇪 Elena Wagner (second round) • # Silvija Talaja (quarterfinals) • # 🇧🇾 Olga Barabanschikova (first round) • # 🇮🇹 Laura Golarsa (first round) • # Seda Noorlander (first round)

Draw

Finals

Top half

Bottom half

Qualifying

Seeds

• # 🇪🇸 Cristina Torrens Valero (qualifier) • # 🇧🇪 Laurence Courtois (qualifier) • # 🇭🇺 Anna Földényi (qualifier) • # Liezel Horn (second round) • # 🇧🇬 Lubomira Bacheva (qualifying competition, lucky loser) • # 🇮🇹 Flora Perfetti (second round) • # 🇪🇸 Gisela Riera (first round) • # 🇪🇸 Eva Bes Ostariz (qualifying competition, lucky loser)

Qualifiers

• # 🇪🇸 Cristina Torrens Valero • # 🇩🇪 Anca Barna • # 🇭🇺 Anna Földényi • # 🇧🇪 Laurence Courtois

Lucky losers

• # 🇪🇸 Eva Bes Ostariz • # 🇧🇬 Lubomira Bacheva

Qualifying draw

First qualifier

Second qualifier

Third qualifier

Fourth qualifier