1999 Lipton Championships

The 1999 Lipton Championships was a tennis tournament played on outdoor hard courts. It was the 15th edition of the Miami Masters and was part of the Super 9 of the 1999 ATP Tour and of Tier I of the 1999 WTA Tour. Both the men's and women's events took place at the Tennis Center at Crandon Park in Key Biscayne, Florida in the United States from March 15 through March 29, 1999.

Other entrants
The following players received wildcards into the singles main draw:
 * 🇺🇸 Jackie Trail
 * 🇺🇸 Samantha Reeves
 * 🇺🇸 Lori McNeil
 * 🇺🇸 Melissa Middleton
 * 🇪🇸 Mariam Ramon Climent
 * 🇺🇸 Lilia Osterloh
 * 🇺🇸 Mashona Washington
 * 🇺🇸 Jennifer Capriati

The following players received wildcards into the doubles main draw:
 * 🇺🇸 Tara Snyder / 🇺🇸 Mashona Washington
 * 🇺🇸 Jennifer Capriati / Iva Majoli

The following players received entry from the singles qualifying draw:
 * 🇮🇹 Adriana Serra Zanetti
 * 🇩🇪 Marlene Weingärtner
 * Tina Pisnik
 * 🇦🇺 Alicia Molik
 * Janet Lee
 * 🇺🇸 Meilen Tu
 * 🇩🇪 Jana Kandarr
 * 🇨🇿 Sandra Kleinová

The following player received entry as a lucky loser:
 * Christína Papadáki

The following players received entry from the doubles qualifying draw:
 * 🇧🇷 Vanessa Menga / 🇩🇪 Elena Wagner

Men's singles
Richard Krajicek defeated 🇫🇷 Sébastien Grosjean, 4–6, 6–1, 6–2, 7–5
 * It was Krajicek's 2nd title of the year and the 20th of his career. It was his 1st Super 9 title of the year and his 2nd overall.

Women's singles
🇺🇸 Venus Williams defeated 🇺🇸 Serena Williams, 6–1, 4–6, 6–4
 * It was Williams' 3rd title of the year and the 10th of her career. It was her 1st Tier I title of the year and her 2nd overall. It was her 2nd title at the event having also won in 1998.

Men's doubles
Wayne Black / 🇦🇺 Sandon Stolle defeated 🇩🇪 Boris Becker / 🇺🇸 Jan-Michael Gambill, 6–1, 6–1

Women's doubles
Martina Hingis / 🇨🇿 Jana Novotná defeated 🇺🇸 Mary Joe Fernández / 🇺🇸 Monica Seles, 0–6, 6–4, 7–6(7–1)