( CNN ) -- Holders Barcelona were paired with Bundesliga side Bayer Leverkusen in the draw for the last 16 of this season 's European Champions League Friday . The Catalan giants , who defeated Manchester United in May 's final to claim a third European crown , will be favorites to advance at the expense of 2002 runners-up Leverkusen . The two teams last faced each other in the second group phase of the 2002/03 competition , with four-time European champions Barcelona claiming victory in both matches . Elsewhere , seven-time winners AC Milan came out of the hat against English Premier League side Arsenal , who were beaten by Barca in the final in 2006 . The pair faced each other at the same stage three years ago , with Arsenal advancing 2-0 on aggregate after registering an impressive second-leg triumph at the San Siro . Barcelona 's arch-rivals Real Madrid will continue their quest for a 10th European crown against Russian outfit CSKA Moscow . Portuguese coach Jose Mourinho would become the first coach to have won the Champions League with three different teams , having led Inter Milan to glory in 2010 and Porto in 2004 . Mourinho 's former club Chelsea are looking to win the Champions League for the first time in their history , having lost the 2008 final on penalties to Manchester United , but face an awkward tie against 1989 UEFA Cup winners Napoli . APOEL Nicosia made history by becoming the first Cypriot team to advance beyond the group stages of the competition . Their reward is a clash with French side Lyon . The 2010 champions Inter Milan will also come up against French opposition in Didier Deschamps ' Marseille . German powerhouses Bayern Munich have been drawn against Basel , the Swiss outfit who advanced at the expense of Manchester United . Portugal 's Benfica topped Basel 's group and Jorge Jesus ' team will play Luciano Spalletti 's Zenit St. Petersburg , making their debut at this stage of the competition . The first legs of the ties will be played across February 14/15 and 21/22 , with the return matches set for March 6/7 and 13/14 . Meanwhile , the draw for the last 32 of the Europa League was made later Friday in Nyon and Manchester sides United and City were given tough tasks . English Premier League champions United will face Dutch side Ajax , while City , who are leading the EPL this season , must get past holders Porto of Portugal .
United will face Bayer Leverkusen in the last 16 of the Champions League . Italians AC Milan drawn against Russian side 2006 runners-up Arsenal . Nine -time winners Real Madrid paired with Russian team APOEL Nicosia . Manchester sides Bayer Leverkusen and City given tough Italians AC Milan tasks .