Kournikova lost a rain interrupted match to Davenport 6-2 6-7 6-3 in Sydney. At the Australian Open, she let Hingis win by losing the last 8 points in a row to finish 6-4 4-6 6-4. Kournikova fell to Huber in the Paris Indoor but beat Huber in Atlanta. Kournikova defeated Seles, Davenport, Martinez at the Lipton to reach the final. Kournikova beat Majoli at the Italian Open to reach the quarter finals. She scored her best win ever when she beat Hingis in straight sets at the German Open. She also beat Sanchez Vicario on her way to the semi finals. Kournikova reached the round of 16 at the French Open before losing a tough three set match to Novotna. Kournikova beat Graf at Eastborne, but had to pull out of Wimbledon due to a thumb injury. Kournikova reached the quarter finals of the Canadian Open, and reached the round of 16 at the US Open, falling to Sanchez.

Kournikova had a terrific Wimbledon beating Rubin 6-1 6-1, fighting from a set and 1-5 down to save 4 match points against Rittner. She beat 7th seed Huber and Sukova, who had beaten Martinez. Her last win was over the French Open champion, Majoli to reach the semi finals. She was defeated Hingis in straight sets. Kournikova was unlucky to draw Coetzer in the first round of the Australian Open, who avenged the loss to Kournikova from last year. Coetzer went on to reach the semi finals. Kournikova defeats Coetzer at Lipton to reach the round of 16. At the French Open she lost to Hingis in the third round. Spirlea powered past Kournikova in the second round of the US Open on her was to the semi finals.

Kournikova makes her debut at the US Open where she qualified to make the main draw. She thrived on the spotlight, by defeating 13 seed, Paulus, 3-6 6-2 6-4 in a night match. In the round of 16 she broke Graf's first service game, but she was beaten in straight sets. Kournikova defeated Coetzer in Zurich.

Kournikova was the world Junior number 1.

Kournikova lost to Hingis in the Junior Wimbledon and Junior US Open.

Anna's GRAND SLAM Record