The 2000 FedEx Orange Bowl game was a post-season college football bowl game between the Michigan Wolverines and the Alabama Crimson Tide on January 1, 2000, at Pro Player Stadium in Miami Gardens, Florida. Michigan defeated Alabama 35–34 in an overtime battle. The game was part of the 1999–2000 Bowl Championship Series (BCS) of the 1999 NCAA Division I-A football season and represented the concluding game of the season for both teams. The Orange Bowl was first played in 1935, and the 2000 game represented the 66th edition of the Orange Bowl. The contest was televised in the United States on ABC.

Quarterback Tom Brady, making his final collegiate appearance, led Michigan to the win, throwing for a career-high 369 yards and four touchdowns, while leading the team back from a pair of 14-point deficits in regulation (14–0 in the first half, and 28–14 in the second). Brady threw the game-winning score in overtime on a bootleg to tight end Shawn Thompson. The game was won by Michigan when Alabama's placekicker, Ryan Pflugner, missed an extra point following their own touchdown. This was the first BCS Bowl game to go into overtime.

This was Brady's final game for the Michigan Wolverines. He was selected 199th overall in the 2000 NFL draft by the New England Patriots.