The 1999 ATP tennis season will forever be known as the resurgence of 90s bad boy Andre Agassi.

Agassi had taken some time off in 1997 and dropped out of the top of the game. He came back in 1998 with a new sense of purpose and finished the year back in the top ten. Little did people know that he would contend for every Grand Slam he would enter that year and capture two along the way. 1999 will be forever be synonymous with Agassi. It was not all Agassi though, Sampras would also reach Wimbledon glory once again, while Kafelnikov continued to establish himself as a top player. Let’s take a deeper look at how things shook out.

Australian Open: Kafelnikov Triumphs, Agassi’s Early Exit

The season began at the Australian Open, where Andre Agassi, seeded fifth, had high hopes. However, he suffered an unexpected early exit, unable to fulfill his aspirations. Yevgeny Kafelnikov emerged as the champion, showcasing exceptional skills and resilience throughout the tournament.

French Open: Agassi’s Career Milestone

On the clay courts of Roland Garros, Andre Agassi’s pursuit of a career milestone took center stage. The American displayed his tenacity and versatility, progressing through the rounds with unwavering determination. In a thrilling final, Agassi faced Ukraine’s Andrei Medvedev, triumphing in a grueling five-set battle to secure his first French Open title and complete a career Grand Slam.

Wimbledon: Sampras vs. Agassi – The Final Showdown

Wimbledon, the most prestigious grass-court tournament, set the stage for an iconic clash between Pete Sampras and Andre Agassi. The two tennis titans faced off in a final that captivated fans worldwide. Sampras, a master on grass, showcased his unparalleled skill and experience at the net, while Agassi displayed the trademark power and precision of his baseline game.

In an enthralling match, both players exhibited extraordinary shot-making and mental fortitude. Ultimately, it was Sampras who emerged victorious, securing a record-breaking seventh Wimbledon title. 

US Open: Agassi’s Flawless Finish

The US Open served as the grand finale of the season, where Andre Agassi’s exceptional year reached its peak. The resilient American, fueled by his triumph in Paris, showcased his versatility and relentless pursuit of success. In the final, Agassi faced Todd Martin in a highly competitive match. With an impeccable display of physical strength and a powerful baseline game, Agassi emerged victorious in an epic five-set encounter, securing his second US Open title.

Agassi would finish the season number one in the world. He would go on to capture an additional three Grand Slams and feature in countless other important finals. Ultimately, 1999 would be the only year Agassi would finish number one in the world. Although he remained a fixture in the top five for years to come.

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