Costas Philippou has five losses against five opponents on his MMA record. For a list of Philippou's best fights, refer to "Best fights of Costas Philippou".
On May 16, 2015 Costas Philippou faced off against Gegard Mousasi in a middleweight bout at age 35. He was coming in with a record of 13-5 (8), and Mousasi was 29 years old and with a record of 36-5-2 (32). Philippou lost the fight via 3-round unanimous decision.
On January 15, 2014 Costas Philippou faced off against Luke Rockhold in a middleweight bout at age 34. He was coming in with a record of 12-4 (7), and Rockhold was 29 years old and with a record of 10-2 (8). Philippou lost the fight via 1st-round TKO.
On September 21, 2013 Costas Philippou faced off against Francis Carmont in a middleweight bout at age 33. He was coming in with a record of 12-3 (7), and Carmont was 31 years old and with a record of 21-7 (16). Philippou lost the fight via 3-round unanimous decision.
On March 19, 2011 Costas Philippou faced off against Nick Catone in a middleweight bout at age 31. He was coming in with a record of 7-2 (5), and Catone was 29 years old and with a record of 8-2 (6). Philippou lost the fight via 3-round unanimous decision.
On May 9, 2008 Costas Philippou faced off against Ricardo Romero in a light-heavyweight bout at age 28. He was coming in with a record of 0-1 (0), and Romero was 30 years old and with a record of 4-0 (4). Philippou lost the fight via 3-round split decision.