#3 Randy Orton (4 wins inside Hell In A Cell)
Randy Orton is, hands down, one of the greatest villains the WWE Universe has ever seen. He has taken down some of the biggest names in WWE history over the years. The Viper has won several World titles during his 18-year stint in WWE and has competed in seven Hell In A Cell matches. Orton has won four of these seven contests.
At Hell In A Cell 2009, Randy Orton and John Cena competed for the WWE title. Orton picked up the victory and left the cell with Cena's WWE Championship. The next year, Orton defended his WWE title against Sheamus and continued his winning streak inside the cell.
Three years later, Shawn Michaels officiated the Hell In A Cell match between Orton and Daniel Bryan with the WWE title on the line. Orton defeated Bryan to get his hands on the vacant WWE title. At Hell In A Cell 2018, Jeff Hardy and Orton's heated feud culminated inside the structure, with Orton coming out with his hands held high.