1999 Legg Mason Tennis Classic – Doubles

Grant Stafford and Kevin Ullyett were the defending champions. Stafford chose to compete at Indianapolis in the same week. Ullyett partnered with Piet Norval but lost in the semifinals to the eventual champions Justin Gimelstob and Sébastien Lareau. Justin Gimelstob and Sébastien Lareau won in the final over David Adams and John-Laffnie de Jager, 7–5, 6–7(2–7), 6–3.

Seeds
The first four seeds received a bye to the second round. • # Wayne Black / 🇦🇺 Sandon Stolle (quarterfinals)

• # David Adams /  John-Laffnie de Jager (final)

• # 🇺🇸 Donald Johnson / 🇨🇿 Cyril Suk (semifinals)

• # 🇦🇺 Wayne Arthurs / 🇦🇺 Andrew Kratzmann (second round)

• # 🇸🇪 Nicklas Kulti / 🇸🇪 Mikael Tillström (second round)

• # 🇺🇸 Justin Gimelstob / 🇨🇦 Sébastien Lareau (champions)

• # Piet Norval /  Kevin Ullyett (semifinals)

• # 🇮🇹 Massimo Bertolini / 🇮🇹 Cristian Brandi (second round)

Qualifying seeds
• # 🇬🇧 Barry Cowan / Wesley Whitehouse (qualifying competition)

• # Roger Federer /  Sander Groen (qualified)

• # 🇱🇧 Ali Hamadeh / 🇨🇦 Bobby Kokavec (qualified)

• # Ivan Ljubičić / 🇷🇺 Marat Safin (qualifying competition)

Qualifiers
• # 🇱🇧 Ali Hamadeh / 🇨🇦 Bobby Kokavec

• # Roger Federer / Sander Groen