1999 U.S. Open Cup

It was the first Open Cup tournament to be named after Lamar Hunt.

The Rochester Raging Rhinos of the A-League defeated the Colorado Rapids 2–0 in the final at Columbus Crew Stadium in Columbus, Ohio.

[1] The Rhinos became the first, and as of 2024, only non-Division I team to win the Open Cup since the inception of Major League Soccer, defeating four MLS teams in the tournament.

Another A-League team, the Charleston Battery, also reached the semifinals, and the A-League's Staten Island Vipers were the other non-division one squad to beat an MLS team.

Home teams listed on top of bracket Note: Scorelines use the standard U.S. convention of placing the home team on the right-hand side of box scores.