1999–2000 AFC Ajax season

During the 1999–2000 Dutch football season, Ajax competed in the Eredivisie.

Season summary
Another poor season saw Ajax finish in fifth, though this at least was an improvement on finishing sixth the previous season.

First-team squad

 * Squad at end of season. Squad numbers refer to numbers worn in European competitions.

Out

 * Danny Blind - retired
 * Gerald Sibon - Sheffield Wednesday, £2,000,000
 * Kofi Mensah - NAC Breda
 * Dean Gorré - Huddersfield Town
 * Mario Melchiot - Chelsea, free
 * Andrzej Rudy - Lierse
 * Sunday Oliseh - Juventus
 * Jari Litmanen - Barcelona

Second round
Ajax won 3–1 on aggregate.

Third round
Mallorca won 3–0 on aggregate.