See main article: 1999 US Open (tennis).
Sandon Stolle and Cyril Suk were the defending champions, but Stolle competed with Wayne Black, while Suk competed with Donald Johnson this year. Suk and Johnson were defeated by Stolle and Black in the third round, while Stolle and Black were defeated by Andrei Olhovskiy and David Prinosil in the quarterfinals.
Alex O'Brien and Sébastien Lareau won the title, defeating Indian first seeds Mahesh Bhupathi and Leander Paes in the final, 7–6(9–7), 6–4.
See main article: 1999 US Open – Men's doubles qualifying.