In the 2nd round, Barnet were drawn at home to Plymouth Argyle and gave another fine performance, winning 2-1 with goals from Simon King and Guiliano Grazioli to go through to the 3rd round of the League Cup for the first time in the club's history. The draw for the 3rd round ensured that whatever the outcome, October 26th 2005 would be one of the highlights of Barnet's history as the club was drawn away to play mighty Manchester United at Old Trafford.
On the day, the occasion started badly for the Bees. Travel problems meant that many fans had still not arrived when the game started and with only a few minutes gone, referee Richard Beeby made the decision that was to completely alter the course of the game for barnet when he sent keeper, Ross Flitney off for handling the ball outside the penalty area. For poor Louis Soares, it meant that his day was ruined as he was the unlucky player to be substituted so that Scott Tynan could replace Flitney in goal. Manchester United scored from the free kick that followed the sending off and Barnet had another piece of bad luck when Guiliano Grazioli scored an equaliser only for the goal to be ruled out by Beeby when the goal appeared to be a perfectly good one. In the end, United won 4-1 but the Barnet fans sang throughout the game and did the players proud and they erupted when Dean Sinclair scored the only Barnet goal. The Barnet side that day was; Flitney, Hendon, Yakubu, King, Gross, Soares (Tynan), Sinclair, Bailey, Lee (Batt), Strevens, Grazioli (Hatch)
The following season, 2006/07, was the last season to date that Barnet have got past the first round. In the 1st round, they were drawn to play
The 2nd round saw a trip to another Championship side, but this was a more glamorous tie as Barnet were drawn to play Leeds United at
In the last two seasons, Barnet have failed to make it past the 1st round and in both matches they have been reduced to 10 men after having a player red carded. In 2007, they lost 5-2 at
Last season, 2008/09, Barnet went out at the same stage, losing 4-0 to