5 Randy Orton championship matches inside Hell in a Cell 

Randy Orton has been a part of WWE for two decades and in that time, has been a consistent performer near the top of the card.

When a WWE Superstar spends a long time at the main-event level, they are often involved in some of the most demanding matches the company has to offer. The Hell in a Cell Match is possibly one of the most dangerous matches hosted by WWE every year.

Randy Orton has found himself inside the devilish structure more often than most other superstars. In his legendary career, Orton has wrestled in eight Hell in a Cell Matches. Of those matches, he has won five and lost three. On top of wrestling in a Hell in a Cell match, Orton has even had to defend his title in the match five different times.

His title matches were always intriguing, and so the following are five of Randy Orton's championship matches inside the Hell in a Cell structure.

---

#5 WWE Hell in a Cell 2020: Randy Orton vs Drew McIntyre

Randy Orton's most recent Hell in a Cell match came at the 2020 edition of the pay-per-view. Drew McIntyre and Orton had been involved in a long feud. The duo had met at SummerSlam, where McIntyre was able to retain the title following an innovative pinfall.

Randy Orton again lost to Drew McIntyre when he faced the superstar at Clash of Champions in an ambulance match. Each of the legends Orton had assaulted over the past few months returned during the course of the match and attacked Orton, leading to him losing.

Finally, Orton faced Drew McIntyre inside the Hell in a Cell structure at the pay-per-view of the same name later that year. This time, McIntyre was unable to defeat Orton and The Viper came away as the new WWE Champion.

The match was Orton's eighth inside the cell, with his experience playing in his favor. Thanks to the win, he became a 14-time world champion.

#4 WWE Hell in a Cell 2011: Mark Henry vs Randy Orton

At the 2011 Hell in a Cell pay-per-view, Randy Orton found himself facing Mark Henry for the World Heavyweight Championship. Mark Henry had defeated him earlier in the year to win the title, and Orton was looking to win it back.

Orton even hit Henry with the RKO for a near-fall towards the end of the match. Henry still kicked out and Orton tried the punk kick on Henry. Instead, Henry turned it into the World's Strongest Slam. He then went on to take a chair, place Orton's leg inside the chair and tried a slingshot splash on it.

Henry at the time was inducting people into what he called his "Hall of Pain" and had broken multiple legs in this manner. Orton avoided the splash and hit Henry with the chair instead.

Randy Orton stood tall at the end of the match, but even so, it was after a loss that saw him unable to win back the World Heavyweight Title.

#3 WWE Hell in a Cell 2010: Sheamus vs Randy Orton

Randy Orton faced Sheamus for the WWE Championship inside the Hell in a Cell structure at the 2010 edition of the pay-per-view.

At this time, Sheamus was still new in WWE's main roster but was quite convincing. He had already won several matches that put him in the main event scene. Orton tried to dominate most of the match, using the steel steps to get a near-fall early on.

Sheamus came back with an Irish Curse Backbreaker and avoided Orton's punk kick. He even hit Orton with two Brogue Kicks at different times in the match, but Orton survived both.

Orton was out to prove how brutal he was and put Sheamus through hell at different stages of the match, pushing him to his limit on various occasions. He then connected with the RKO on top of the steel steps to finally put Sheamus away for good.

He won the match and retained the WWE title once again, proving how good he was. The match was brutal, but by no means was it the most brutal of Randy Orton's matches inside the Hell in a Cell structure.

#2 WWE Hell in a Cell 2009: Randy Orton vs John Cena

Randy Orton and John Cena have faced each other so many times that both wrestlers know each other better than they know themselves. In 2009, John Cena faced Orton inside the cell and together they put on a match for everyone to remember.

Throughout different points of the match, both men had advantages and they used the cell to the best of their ability. Orton hit Cena with a mid-rope DDT to pick up a near-fall and then survived the Attitude Adjustment from John Cena as well.

Orton went on to use steel chairs, but Cena used the STF to nearly win the match. Orton got out and accidentally knocked down the referee. Cena applied the STF after that but the referee was knocked out and didn't see Orton tapping out.

Instead, when Cena checked on the referee, Orton hit the RKO on him and got a near-fall. Randy Orton then used his patented punt kick on Cena winning the WWE title to become the new champion.

#1 WWE Hell in a Cell 2013: Randy Orton vs Daniel Bryan

Randy Orton faced Daniel Bryan inside the Hell in a Cell structure in a match to determine the new WWE Champion. The title was vacant at the time after their last bout ended in controversy.

Shawn Michaels was picked as the special guest referee on the night to call the match down the middle. Things didn't exactly work out like that.

The match was brutal from the beginning, with Daniel Bryan's third attempt at a suicide dive hitting the cell wall instead of Orton. Orton hit Bryan with a massive superplex onto a pile of steel chairs.

Triple H argued with Shawn Michaels, which distracted him, while Orton attempted an RKO, but Bryan countered. Orton accidentally bumped into Michaels, knocking him down. Triple H entered the Hell in a Cell structure to check on him after that and provoked Bryan.

Bryan hit Triple H with a running knee, and a confused Michaels woke up and hit Bryan with the Sweet Chin Music. Randy Orton was able to get the quick and easy pin after that, winning the match and the WWE title.