The 1999 Big East men's basketball tournament took place at Madison Square Garden in New York City. Its winner received the Big East Conference's automatic bid to the 1999 NCAA tournament. It is a single-elimination tournament with four rounds and the three highest seeds received byes in the first round. All 13 Big East teams were invited to participate. Connecticut finished with the best record in the regular season and was awarded the top seed. Connecticut defeated St. John's in the final, 82–63 to earn its second consecutive Big East tournament championship, and fourth overall.

Bracket

Game summaries

First round

Quarterfinals

Semifinals

Championship game

Media coverage

Television

ESPN and ESPN2

Commentary teams

Awards

Dave Gavitt Trophy (Most Outstanding Player): Kevin Freeman (basketball), Connecticut All-Tournament Team