The 1999–2000 Valparaiso Crusaders men's basketball team represented Valparaiso University during the 1999–2000 NCAA Division I men's basketball season.

The Crusaders, led by 12th-year head coach Homer Drew, played their home games at the Athletics–Recreation Center as members of the Mid-Continent Conference.

Valpo finished second in the Mid-Con regular season standings, but went on to win the Mid-Con tournament to receive an automatic bid to the NCAA tournament.

16 seed in the Midwest region, the Crusaders lost to No.

1 seed an eventual National champion Michigan State, 65–38,[2] to finish with a record of 19–13 (10–6 Mid-Con).