Associazione Calcio Fiorentina did not manage to repeat its near-miss season from 1998–99, and instead missed out on qualification to the Champions League, following an inconsistent season.

Its topscorer Gabriel Batistuta finally gave up on clinching the Serie A title with Fiorentina, and switched to Roma in the summer, a move which was greeted with controversy since Roma had only finished sixth in the 1999–2000 season.

Fiorentina came close to advancing to the quarter-finals of the Champions League, but ultimately a draw at home against Bordeaux ensured that home wins against Manchester United and Valencia were not enough.

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