The 2000 Scottish Challenge Cup Final was played on 19 November 2000, at Broadwood Stadium in Cumbernauld and was the 10th staging of the final in the history of the tournament. It was played between Airdrieonians and Livingston both of the First Division. Airdrieonians emerged winners after defeating Livingston 3–2 on penalties following a 2–2 draw after extra time.