John Obi Mikel was in the Chelsea squad that saw off rivals Manchester United on penalties to win the 2009 FA Community Shield. The retired Nigerian international was in the Chelsea starting line-up for the Manchester United game as far as the 2009 FA Community Shield is concerned.

Manchester United qualified to play in the 2009 FA Cup Community Shield after winning the 2008/09 Premier League title, while Chelsea were the 2008/09 FA Cup champions. The 2009 FA Community Shield was a repeat of the 2007 FA Community Shield which ended in a penalty shootout.

For the 2007 FA Community Shield, Manchester United took the lead through Ryan Biggs on 35 minutes before Frenchman FlorentMaloudaequalised for the Blues on the stroke of half-time. The two teams failed to score in the second half and that paved the way for the dreaded penalty shootout which Manchester United won 3-0. John Obi Mikel played the entire duration of the 2007 FA Community Shield as Chelsea players namely Frank Lampard, Claudio Pizarro and Shaun Wright-Philips all missed during the penalty shootout, while Rio Ferdinand, Wayne Rooney and Michael Carrick scored their penalties to lead Manchester United to the 2007 FA Community Shield triumph.

Wayne Rooney scored for Manchester United in the 92nd minute to force penalties via a 2-2 draw at the end of regulation time. Luis Nani had earlier given the Red Devils a tenth minute lead before Chelsea goals from Ricardo Carvalho and Frank Lampard in the second half turned the game on its head.

John Obi Mikel featured for the whole game during the 2009 FA Community Shield just like what was obtainable with the 2007 edition. Chelsea were able to seal the win in the 2009 FA Community Shield thanks to the 4-1 penalty shootout win over Manchester United.