The 1999–2000 KNVB Cup (at the time known as the Amstel Cup for sponsorship reasons) was the 82nd edition of the Dutch national football annual knockout tournament for the KNVB Cup. 86 teams contested, beginning on 31 July 1999 and at the final on 21 May 2000. Ajax unsuccessfully defended its 1999 title in the Round of 16 losing to Roda JC, 1–0. Roda JC successfully pursued on 21 May 2000 in De Kuip, Rotterdam its 2nd KNVB Cup losing to NEC, 0–2. 40,000 attended. Roda JC contested the UEFA Cup.

Teams

Group stage

The matches were played between 31 July and 31 August 1999. 79 clubs participated, 39 of which advanced to the next round. E Eredivisie; 1 Eerste Divisie; A Amateur teams

Knock-out Stage

First round

The matches of the first round were played on September 22 and 23, 1999. sc Heerenveen entered the tournament this round, during the group stage they were still active in the Intertoto Cup. E one Eredivisie entrant

Second round

The matches of the second round were played on October 28 and 30, 1999.

Round of 16

The matches of the round of 16 were played on January 27, 28 and 30, 2000. The Eredivisie teams that had been playing in European competitions after qualification last season, entered the tournament this round. E six Eredivisie entrants

Quarter finals

The quarter finals were played on February 16 and 17, 2000.

Semi-finals

The semi-finals were played on April 11 and 12, 2000.

Final

Roda JC would play in the UEFA Cup.