During the decade the structure of underage football in Leitrim has changed somewhat with the old format of overall/towns and rural competitions being largely replaced by a new format of 9-a-side, 11-a-side, 13-a-side, and 15-a-side competitions with clubs entering teams at levels based on playing resources available. Despite the structure changes Drumkeerin have continued to flourish at underage level.
The victorious U14's of 2000 continued their success at U16 level in 2002 by winning the Overall/15-a-side league and championship double.
The Minors reached the B Championship Final in 2001 but went down to a strong Kiltubrid team.
The U12 13-a-side championship was claimed in 2003 when the result of the league final was overturned by Drumkeerin in defeating Dromhair to claim the title.
2004 was a very successful year with the U12's and U16's winning 13-a-side championship's and the Minors claiming the B title.
In 2005 the U12's continued their winning ways by claiming the 13-a-side league title, and the U14's won the 13-a-side championship by defeating Allen Gaels after a replay.
At U21 level Drumkeerin have competed at a very strong level throughout the decade. After contesting the B final in the previous four years, the club were delighted for the players and management when success was finally gained against Carrigallen in 2006. The group of players who defeated Carrigallen have therefore won honours at all levels from U14 to U21.
2006 also seen the U12's continue their winning ways by reclaiming the 13-a-side championship against Melvin Gaels, and reaching the league final V Drumreilly.
In 2007 the U21's opted to enter the championship at 'A' level, and the team went all the way to the final before unfortunately falling to a strong Glencar/Manorhamilton side.
2007 also seen the U14's reach the 15-a-side championship final but unfortunately Glencar/Manorhamilton were the victors on this occasion.
The 2000's have also been an important decade for the club in ladies and girls football.
Drumkeerin entered teams in adult Ladies football in the early 2000's, and after losing the Junior B final in 2001, success was gained the following year by claiming the "Division 2 League" and "Junior B Championship" crowns.
The following photo was taken after the Division 2 League Final success over Cloone.
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