The 1999–2000 Football League Trophy, known as the Auto Windscreens Shield for sponsorship reasons, was the 19th staging of the Football League Trophy, a knock-out competition for English football clubs in Second and Third Division. The winners were Stoke City who beat Bristol City 2–1 in the final.
The competition began on 7 December 1999 and ended with the final on 16 April 2000 at the Wembley Stadium.
In the first round, there were two sections: North and South. In the following rounds each section gradually eliminates teams in knock-out fashion until each has a winning finalist. At this point, the two winning finalists face each other in the combined final to determine the winners of the Football League Trophy.
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