The 1999–2000 Scottish Challenge Cup was the ninth season of the competition, which was also known as the Bell's Challenge Cup for sponsorship reasons. It was competed for by the 30 member clubs of the Scottish Football League. The defending champions were Falkirk, who defeated Queen of the South 1–0 in the 1997 final.Scottish Challenge Cup 1997–1998 , statto.com. Retrieved 27 June 2011.

The final was played on 21 November 1999,Scottish Challenge Cup 1999/00, Soccerbase. Retrieved 27 June 2011. between Inverness Caledonian Thistle and Alloa Athletic at Excelsior Stadium in Airdrie. Alloa Athletic won 5–4 on penalties after a 4–4 draw after extra time, to win the tournament for the first time in the club's history.

Schedule Round First match date Fixtures Clubs First round Tuesday 10 August 1999 14 30 → 16 Second round Tuesday 24 August 1999 8 16 → 8 Quarter-finals Tuesday 14 September 1999 4 8 → 4 Semi-finals Tuesday 28 September 1999 2 4 → 2 Final Sunday 21 November 1999 1 2 → 1

First round Forfar Athletic and Livingston received random byes into the second round.

Source: Soccerbase

Second round

Source: Soccerbase

Quarter-finals

Semi-finals

Final

Notes A. The 1998–99 tournament was suspended due to lack of sponsorship

References

External links Scottish Football League Scottish Challenge Cup on Scottish Football League website ESPN Soccernet Scottish League Challenge Cup homepage on ESPN Soccernet BBC Sport – Scottish Cups Challenge Cup on BBC Sport