| Men's singles | |
|---|---|
| 2003 Estoril Open | |
| Champion |  Nikolay Davydenko |
| Runner-up |  Agustín Calleri |
| Score | 6–4, 6–3 |
| Draw | 32 |
| Seeds | 8 |
David Nalbandian was the defending champion but did not compete that year.
Nikolay Davydenko won in the final 6–4, 6–3 against Agustín Calleri.
Jiří Novák (first round)
Rainer Schüttler (first round)
Sjeng Schalken (first round)
Fernando González (quarterfinals)
Tommy Robredo (semifinals) Yevgeny Kafelnikov (quarterfinals)
Max Mirnyi (semifinals)
Jarkko Nieminen (second round)| Semifinals | Final | ||||||||||||
| 5 | Tommy Robredo | 4 | 2 | ||||||||||
| Agustín Calleri | 6 | 6 | |||||||||||
| Agustín Calleri | 4 | 3 | |||||||||||
| Nikolay Davydenko | 6 | 6 | |||||||||||
| Nikolay Davydenko | 6 | 3 | 6 | ||||||||||
| 7 | Max Mirnyi | 4 | 6 | 3 | |||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | J Novák | 77 | 4 | 5 | |||||||||||||||||||||||
| J van Lottum | 65 | 6 | 7 | J van Lottum | 1 | 3 | |||||||||||||||||||||
| Q | F Verdasco | 63 | 6 | 4 | LL | G Blanco | 6 | 6 | |||||||||||||||||||
| LL | G Blanco | 77 | 1 | 6 | LL | G Blanco | 2 | 3 | |||||||||||||||||||
| Q |  H Levy | 6 | 77 | 5 | T Robredo | 6 | 6 | ||||||||||||||||||||
| M Verkerk | 3 | 64 | Q | H Levy | 3 | 1 | |||||||||||||||||||||
 A Gaudenzi | 3 | 1 | 5 | T Robredo | 6 | 6 | |||||||||||||||||||||
| 5 | T Robredo | 6 | 6 | 5 | T Robredo | 4 | 2 | ||||||||||||||||||||
| 4 | F González | 6 | 4 | 6 | A Calleri | 6 | 6 | ||||||||||||||||||||
| D Ferrer | 2 | 6 | 4 | 4 | F González | 6 | 6 | ||||||||||||||||||||
| J Acasuso | 6 | 6 | J Acasuso | 1 | 3 | ||||||||||||||||||||||
| D Sánchez | 3 | 4 | 4 | F González | 5 | 1 | |||||||||||||||||||||
| A Calleri | 6 | 6 | A Calleri | 7 | 6 | ||||||||||||||||||||||
| WC |  D Rocha | 1 | 0 | A Calleri | 6 | 6 | |||||||||||||||||||||
| WC | H Lopes | 6 | 1 | 1 | 8 | J Nieminen | 3 | 4 | |||||||||||||||||||
| 8 | J Nieminen | 4 | 6 | 6 | |||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 6 | N Davydenko | 6 | 6 | ||||||||||||||||||||||||
 I Labadze | 1 | 0 | 6 | Y Kafelnikov | 6 | 6 | |||||||||||||||||||||
 W Arthurs | 6 | 5 | 61 |  A Voinea | 3 | 0 | |||||||||||||||||||||
| A Voinea | 3 | 7 | 77 | 6 | Y Kafelnikov | 2 | 4 | ||||||||||||||||||||
| A Waske | 6 | 5 | 6 | N Davydenko | 6 | 6 | |||||||||||||||||||||
| LL | G Etlis | 2 | 7 | 4 | A Waske | 3 | 63 | ||||||||||||||||||||
| N Davydenko | 6 | 6 | N Davydenko | 6 | 77 | ||||||||||||||||||||||
| 3 | S Schalken | 3 | 2 | N Davydenko | 6 | 3 | 6 | ||||||||||||||||||||
| 7 | M Mirnyi | 6 | 4 | 7 | 7 | M Mirnyi | 4 | 6 | 3 | ||||||||||||||||||
| A Martín | 0 | 6 | 5 | 7 | M Mirnyi | 3 | 6 | 6 | |||||||||||||||||||
| Q | V Hănescu | 6 | 6 | Q | V Hănescu | 6 | 3 | 4 | |||||||||||||||||||
| Q |  C Rochus | 3 | 2 | 7 | M Mirnyi | 77 | 6 | ||||||||||||||||||||
| R Sluiter | 61 | 6 | 63 | F López | 60 | 4 | |||||||||||||||||||||
| WC | B Mota | 77 | 3 | 77 | WC | B Mota | 3 | 4 | |||||||||||||||||||
| F López | 6 | 4 | 7 | F López | 6 | 6 | |||||||||||||||||||||
| 2 | R Schüttler | 1 | 6 | 5 | |||||||||||||||||||||||
Serena Williams defeated Martina Hingis in the final, 6–3, 7–6(7–4) to win the women's singles tennis title at the 1999 US Open. It was her first major singles title, the first of an eventual Open Era joint-record six US Open titles, and the first of an eventual Open Era record 23 major singles titles. Williams became the first African American woman in the Open Era to win a singles major.
Jennifer Capriati defeated Martina Hingis in the final, 6–4, 6–3 to win the women's singles tennis title at the 2001 Australian Open. With the win, Capriati returned to the top 10 in rankings for the first time since 1993.
Hana Mandlíková defeated the two-time defending champion Martina Navratilova in the final, 7–6(7–3), 1–6, 7–6(7–2) to win the women's singles tennis title at the 1985 US Open.
Lisa Raymond and Samantha Stosur were the defending champions, but lost in the semifinals to Katarina Srebotnik and Ai Sugiyama.
Ivan Ljubičić was the defending champion, but lost in the semifinals to Stanislas Wawrinka.
Wayne Ferreira was the defending champion but lost in the first round to Marc-Kevin Goellner.
Thomas Muster defeated Sergi Bruguera in the final, 3–6, 7–6(7–5), 6–2, 6–3 to win the men's singles tennis title at the 1995 Italian Open.
The 1999 Thalgo Australian Women's Hardcourts singles was the singles event of the third edition of the Thalgo Australian Women's Hardcourts; a WTA Tier III tournament held in the Gold Coast. Ai Sugiyama was the defending champion but lost in the semifinals to Patty Schnyder.
The 1999 ASB Classic singles was the singles 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. Dominique Van Roost was the defending champion but lost in the final 6–4, 6–1 against Julie Halard-Decugis.
Martina Hingis defeated Amanda Coetzer in the final, 6–2, 6–1 to win the singles tennis title at the 1999 Pan Pacific Open.
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.
Martina Hingis defeated Anna Kournikova in the final, 6–4, 6–3 to win the singles tennis title at the 1999 Family Circle Cup.
Alexander Volkov was the defending champion, but lost to Daniel Vacek in the quarterfinal.
Carl-Uwe Steeb won in the final 7–6(7–5), 3–6, 7–6(8–6) against Daniel Vacek.
Marin Čilić was the two-time defending champion; however, he was eliminated by Florian Mayer in the quarterfinals.
Ivan Dodig claimed the first ATP title of his career, by defeating Michael Berrer 6–3, 6–4 in the final match.
Roger Federer was the defending champion, but was forced to withdraw from the tournament before the semifinals because of a back injury. Following Federer's withdrawal, Stefan Edberg and Jo-Wilfried Tsonga played a one set exhibition match to make up the evening session.
Wayne Ferreira was the defending champion, but did not participate this year.
Yevgeny Kafelnikov was the defending champion, but lost in the semifinals this year.
The 1999 Eurotel Slovak Open singles was the tennis singles event of the first edition of the most prestigious tournament in Slovakia. In a final of two future World No. 1s, Amélie Mauresmo defeated Kim Clijsters in straight sets, 6–3, 6–3.
Justine Henin-Hardenne defeated Nadia Petrova in the final, 6–3, 4–6, 6–3 to win the singles tennis title at the 2005 WTA German Open.
Venus Williams was the defending champion, but lost in quarterfinals to Meghann Shaughnessy.