Chilikov was educated in Chernomorets's youth academy. From 1999 to 2001 he played for the other club from Burgas – Naftex. His move from Naftex to PFC Levski made him the record holder of the highest transfer between Bulgarian clubs. In June 2001, PFC Levski signed Chilikov to a four-year deal for a record €1.25 million. During his time with the "blues", Chilikov established himself as a dependable goal-scorer. On 24 April 2004, he netted a last-minute goal against archrivals CSKA Sofia in an A PFG match to help his team to a 2:1 away win. On 28 August 2002, Chilikov failed to convert a penalty in the 0:1 loss against Ukrainian side Dynamo Kyiv in a third qualifying round Champions League match. In 2005, he moved to Portugal Nacional Madeira. In June 2007, Chilikov was loaned out to CSKA Sofia for one year and 50 000 euros price. Despite some reservations on the part of the CSKA supporters, Chilikov quickly managed to win them over. On 11 August 2007, he netted an equalizing goal in an A PFG match against Litex Lovech. On 30 August 2007, Chilikov scored a last-minute goal against Cypriot side AC Omonia in a UEFA Cup game and helped his team advance to the next stage. However, despite generally impressing in his substitute appearances, Chilikov failed to establish himself as part of the starting 11. In January 2008, he was transferred to Chinese club Dalian Shide. After that he had brief stints with FC Tobol, Chernomorets Burgas and Lokomotiv Plovdiv.
Coaching career
From July to September 2010 he served as assistant manager in Neftochimic Burgas. Chilikov was assistant manager in Chernomorets Burgas from June 2011 to May 2014. In July 2016, Chilikov was assigned as coach of PFC Levski U17 youth academy team. Between October 2016–June 2017 he was the Head Scout of Levski Sofia and was in charge of the team’s selection. On 9 June 2017, Chilikov was appointed as manager of Second League club Oborishte Panagyurishte. In August 2017, only after a month in charge of Oborishte, Chilikov was appointed as an assistant manager of Ludogorets Razgrad
Playing style
Chilikov is known for his powerful heading ability.
International career
Between 2002 and 2004, Chilikov earned 7 caps for Bulgaria.