In 2014, Cha signed with the talent agency YG Entertainment, then starred in the police series You're All Surrounded. This was followed by his third team-up with director Jang Jin in the comedy noir film Man on High Heels, which subverted Cha's "macho" image by having him play a transgender homicide detective.
Cha and his wife Lee Soo-jin are biological parents to daughter Cha Ye-ni (born 2003, christened as Rachel). In July 2014, a man claiming to be the birth father of Cha and Lee's son Cha No-ah (born 1989, christened as Noah) filed (and quickly dropped) a ₩100 million defamation lawsuit against Cha, which led to the actor admitting that No-ah is Lee's son from her previous marriage, and that when he and Lee got married, Cha legally adopted No-ah, who was then three years old. Cha had previously falsified his marriage date as 1989 to match No-ah's age, apologizing for the white lie since their son did not know his paternity.