#6 - Chris Jericho - 9 losses

Chris Jericho was one of the mainstays of WWE in the years 2000-2017. Known for his emphatic returns, Y2J competed at 14 WrestleManias in his iconic career. He made his WrestleMania debut in a two fall triple threat match for the Intercontinental and the European Championship at WrestleMania 16 where he managed to win the European Championship.
However, in his next WrestleMania appearances, Chris Jericho lost to the likes of Kevin Owens (WM 33), Fandango (WM 29), C.M. Punk (WM 28), Triple H (WM X8) along with losing in the Money in the Bank Ladder Match at WrestleMania 21 and 24. But, till date Chris Jericho is the only superstar to defeat AJ Styles at WrestleMania when he defeated the Phenomenal One at WM 32.
The most breaking WrestleMania loss of Y2J's career came against Christian when Jericho's girlfriend Trish Stratus turned on him and attacked him.