| Singles | |
|---|---|
| 1999 Mercedes Cup | |
| Champion |  Magnus Norman |
| Runner-up |  Tommy Haas |
| Final score | 6–7(6–8), 4–6, 7–6(9–7), 6–0, 6–3 |
Gustavo Kuerten was the defending champion, [1] but retired against Magnus Norman in the second round due to fatigue. [2]
Norman went on to win the title, defeating Tommy Haas 6–7(6–8), 4–6, 7–6(9–7), 6–0, 6–3 in the final. [3]
All seeds receive a bye into the second round.
Gustavo Kuerten (second round, retired due to fatigue)
Carlos Moyá (quarterfinals)
Marcelo Ríos (quarterfinals)
Karol Kučera (third round) Àlex Corretja (semifinals) Félix Mantilla (second round) Tommy Haas (final) Dominik Hrbatý (third round) Thomas Johansson (second round)
Nicolás Lapentti (quarterfinals) Albert Costa (third round) Francisco Clavet (third round)
Vince Spadea (quarterfinals)
Mariano Zabaleta (second round)
Younes El Aynaoui (second round) Fernando Meligeni (third round)| Quarterfinals | Semifinals | Final | ||||||||||||||||||||
| Magnus Norman | 77 | 4 | 6 | |||||||||||||||||||
| 10 | Nicolás Lapentti | 65 | 6 | 2 | ||||||||||||||||||
| Magnus Norman | 6 | 6 | ||||||||||||||||||||
 Jiří Novák | 1 | 2 | ||||||||||||||||||||
| 3 | Marcelo Ríos | 2 | 2 | |||||||||||||||||||
| Jiří Novák | 6 | 6 | ||||||||||||||||||||
| Magnus Norman | 66 | 4 | 79 | 6 | 6 | |||||||||||||||||
| 7 | Tommy Haas | 78 | 6 | 67 | 0 | 3 | ||||||||||||||||
| 5 | Àlex Corretja | 1 | 6 | 6 | ||||||||||||||||||
| 13 | Vince Spadea | 6 | 3 | 2 | ||||||||||||||||||
| 5 | Àlex Corretja | 4 | 4 | |||||||||||||||||||
| 7 | Tommy Haas | 6 | 6 | |||||||||||||||||||
| 7 | Tommy Haas | 77 | 6 | |||||||||||||||||||
| 2 | Carlos Moyá | 63 | 2 | |||||||||||||||||||
| First round | Second round | Third round | Quarterfinals | ||||||||||||||||||||||||
| 1 | G Kuerten | 2r | |||||||||||||||||||||||||
| F Squillari | 4 | 0 | M Norman | 5 | |||||||||||||||||||||||
| M Norman | 6 | 6 | M Norman | 6 | 6 | ||||||||||||||||||||||
| WC | O Gross | 3 | 63 |  R Fromberg | 2 | 1 | |||||||||||||||||||||
| R Fromberg | 6 | 77 | R Fromberg | 77 | 1 | 77 | |||||||||||||||||||||
| 15 | Y El Aynaoui | 64 | 6 | 60 | |||||||||||||||||||||||
| M Norman | 77 | 4 | 6 | ||||||||||||||||||||||||
| 10 | N Lapentti | 65 | 6 | 2 | |||||||||||||||||||||||
| 10 | N Lapentti | 6 | 6 | ||||||||||||||||||||||||
 S Koubek | 7 | 6 | S Koubek | 4 | 4 | ||||||||||||||||||||||
| A Ilie | 5 | 3 | 10 | N Lapentti | 7 | 6 | |||||||||||||||||||||
| Q |  M Filippini | 6 | 2 | 0 | 8 | D Hrbatý | 5 | 3 | |||||||||||||||||||
| WC | B Karbacher | 3 | 6 | 6 | WC | B Karbacher | 6 | 3 | 2 | ||||||||||||||||||
| 8 | D Hrbatý | 1 | 6 | 6 | |||||||||||||||||||||||
| First round | Second round | Third round | Quarterfinals | ||||||||||||||||||||||||
| 3 | M Ríos | 62 | 78 | 6 | |||||||||||||||||||||||
 S Grosjean | 2 | 1 | Q | H Gumy | 77 | 66 | 0 | ||||||||||||||||||||
| Q | H Gumy | 6 | 6 | 3 | M Ríos | 6 | 6 | ||||||||||||||||||||
| J Krošlák | 4 | 3 | WC | J Knippschild | 4 | 4 | |||||||||||||||||||||
| WC | J Knippschild | 6 | 6 | WC | J Knippschild | 77 | 6 | ||||||||||||||||||||
| 14 | M Zabaleta | 64 | 1 | ||||||||||||||||||||||||
| 3 | M Ríos | 2 | 2 | ||||||||||||||||||||||||
| J Novák | 6 | 6 | |||||||||||||||||||||||||
| 12 | F Clavet | 6 | 6 | ||||||||||||||||||||||||
| WC | B Phau | 6 | 6 | WC | B Phau | 4 | 0 | ||||||||||||||||||||
| Q |  A Voinea | 1 | 3 | 12 | F Clavet | 6 | 3 | 2 | |||||||||||||||||||
| J Novák | 79 | 6 | J Novák | 2 | 6 | 6 | |||||||||||||||||||||
| F Santoro | 67 | 1 | J Novák | 7 | 6 | ||||||||||||||||||||||
| 6 | F Mantilla | 5 | 1 | ||||||||||||||||||||||||
| First round | Second round | Third round | Quarterfinals | ||||||||||||||||||||||||
| 5 | À Corretja | 6 | 6 | ||||||||||||||||||||||||
| A Clément | 3 | 4 | R Schüttler | 2 | 2 | ||||||||||||||||||||||
| R Schüttler | 6 | 6 | 5 | À Corretja | 2 | 6 | 6 | ||||||||||||||||||||
| A Martín | 60 | 3 | 11 | A Costa | 6 | 4 | 1 | ||||||||||||||||||||
| F Vicente | 77 | 6 | F Vicente | 4 | 63 | ||||||||||||||||||||||
| 11 | A Costa | 6 | 77 | ||||||||||||||||||||||||
| 5 | À Corretja | 1 | 6 | 6 | |||||||||||||||||||||||
| 13 | V Spadea | 6 | 3 | 2 | |||||||||||||||||||||||
| 13 | V Spadea | 6 | 6 | ||||||||||||||||||||||||
| Q | A Calleri | 4 | 6 | 61 | K Alami | 2 | 2 | ||||||||||||||||||||
| K Alami | 6 | 4 | 77 | 13 | V Spadea | 6 | 3 | 77 | |||||||||||||||||||
| M Gustafsson | 6 | 2 | 6 | 4 | K Kučera | 3 | 6 | 61 | |||||||||||||||||||
| H Arazi | 2 | 6 | 3 | M Gustafsson | 2 | 2 | |||||||||||||||||||||
| 4 | K Kučera | 6 | 6 | ||||||||||||||||||||||||
| First round | Second round | Third round | Quarterfinals | ||||||||||||||||||||||||
| 7 | T Haas | w/o | |||||||||||||||||||||||||
| M Puerta | 6 | 6 | M Puerta | ||||||||||||||||||||||||
 M Safin | 3 | 4 | 7 | T Haas | 7 | 6 | |||||||||||||||||||||
 A Medvedev | 5 | 0r |  C Ruud | 5 | 3 | ||||||||||||||||||||||
| C Ruud | 7 | 1 | C Ruud | 6 | 6 | ||||||||||||||||||||||
| 9 | T Johansson | 2 | 1 | ||||||||||||||||||||||||
| 7 | T Haas | 77 | 6 | ||||||||||||||||||||||||
| 2 | C Moyá | 63 | 2 | ||||||||||||||||||||||||
| 16 | F Meligeni | 77 | 6 | ||||||||||||||||||||||||
| Q |  I Ljubičić | 65 | 65 | G Gaudio | 63 | 4 | |||||||||||||||||||||
| G Gaudio | 77 | 77 | 16 | F Meligeni | 4 | 3 | |||||||||||||||||||||
| B Ulihrach | 6 | 6 | 2 | C Moyá | 6 | 6 | |||||||||||||||||||||
| Q | K Braasch | 4 | 2 | B Ulihrach | 3 | 6 | 63 | ||||||||||||||||||||
| 2 | C Moyá | 6 | 4 | 77 | |||||||||||||||||||||||
Two-time defending champion Pete Sampras defeated Andre Agassi in the final, 6–3, 6–4, 7–5 to win the gentlemen's singles tennis title at the 1999 Wimbledon Championships. With his sixth Wimbledon crown, Sampras broke Björn Borg's Open Era record of five Wimbledon men's singles titles and equalled Roy Emerson's record of twelve men's singles major titles overall. Sampras's victory over Agassi in the final is often cited as one of the greatest performances in a Wimbledon final. However, despite his victory, Sampras lost the world No. 1 ranking to Agassi, who had recently won the French Open and was attempting to complete the Channel Slam.
Gustavo Kuerten defeated Magnus Norman in the final, 6–2, 6–3, 2–6, 7–6(8–6) to win the men's singles tennis title at the 2000 French Open. It was his second French Open title.
Andre Agassi defeated the defending champion Yevgeny Kafelnikov in the final, 3–6, 6–3, 6–2, 6–4 to win the men's singles tennis title at the 2000 Australian Open. It was Agassi's fourth consecutive major final, making him the first man to do so since Rod Laver in 1969. With the win, Agassi became the champion at three of the four majors, missing only Wimbledon.
Marcelo Ríos defeated Andre Agassi in the final, 7–5, 6–3, 6–4 to win the men's singles tennis title at the 1998 Miami Open. With the win, he completed the Sunshine Double.
Richard Krajicek defeated Sébastien Grosjean in the final, 4–6, 6–1, 6–2, 7–5 to win the men's singles tennis title at the 1999 Miami Open.
Gustavo Kuerten won the singles tennis title at the 1999 Monte Carlo Open when Marcelo Ríos retired from the final with the scoreline at 6–4, 2–1.
Pete Sampras defeated the defending champion Patrick Rafter in a rematch of the previous year's final, 7–6(9–7), 6–3 to win the singles tennis title at the 1999 Cincinnati Masters.
Thomas Enqvist defeated the defending champion Richard Krajicek in the final, 6–1, 6–4, 5–7, 7–5 to win the singles tennis title at the 1999 Eurocard Open.
Andre Agassi defeated Marat Safin in the final, 7–6(7–1), 6–2, 4–6, 6–4 to win the singles tennis title at the 1999 Paris Open.
Pete Sampras defeated Gustavo Kuerten in the final, 6–1, 6–7(2–7), 7–6(7–5), 7–6(10–8) to win the men's singles tennis title at the 2000 Miami Open.
Cédric Pioline defeated Dominik Hrbatý in the final, 6–4, 7–6(7–3), 7–6(8–6) to win the singles tennis title at the 2000 Monte Carlo Masters.
Gustavo Kuerten defeated Marat Safin in the final, 6–4, 5–7, 6–4, 5–7, 7–6(7–3) to win the singles tennis title at the 2000 Hamburg European Open.
Gustavo Kuerten defeated Hicham Arazi in the final, 6–3, 6–2, 6–4 to win the singles tennis title at the 2001 Monte Carlo Masters.
Roger Federer defeated Marat Safin in the final, 6–1, 6–3, 6–4 to win the singles tennis title at the 2002 Hamburg Masters. It was his first Masters title and the first of an eventual 28 Masters titles. With the win, Federer entered the top ten in rankings for the first time.
Michael Chang was the defending champion but lost in the second round to Pete Sampras.
Andre Agassi was the defending champion and won in the final 6–2, 6–4 against Jan-Michael Gambill.
Àlex Corretja was the defending champion, but did not participate.
Àlex Corretja was the defending champion, but lost in the first round to Andrew Ilie.
Magnus Norman was the defending champion, but lost to Daniel Elsner in the second round.
The 1998 Mercedes Cup was a men's tennis tournament played on clay courts in Stuttgart, Germany, that was part of the International Series Gold of the 1998 ATP Tour. It was the fiftieth edition of the tournament and was held 20 July – 26 July.