Randy Orton is one of the most decorated superstars in WWE history with 13 world titles to his name and two Royal Rumble wins. The Viper achieved most of his feats portraying a villainous character by doing whatever it takes to get to the top.
Orton has inflicted multiple heinous acts on his adversaries, some of which the fans will never forget. It makes him one of the most dangerous superstars in WWE history, but a few Superstars managed to do the unthinkable and reigned supreme over The Legend Killer. It's not a common sight to see The Apex Predator lose a match, so most fans will forget or not know some of the stars who defeated Orton.
10 Mr. Perfect
Mr. Perfect returned to WWE in 2002 at the same time Randy Orton was making his presence known on the main roster. While they didn't have a proper on-screen feud, they competed in a dark one-on-one match on the March 31, 2002, episode of Sunday Night Heat.
Mr. Perfect defeated Randy Orton at the event, marking his only singles victory against the future world champion. It was Orton's emerging days with WWE, and there was no harm in taking a loss against Mr. Perfect, but the latter was lucky enough not to cross Orton's path after he became The Legend Killer.
9 Lance Storm
Defeating Randy Orton in 2002 was not as hard as putting a smile on Lance Storm's face. Orton had to put over many other superstars before finding his break after joining Triple H's Evolution stable, and Lance Storm was one of the few superstars who defeated Orton in singles competition.
Lance Storm took on Randy Orton for the first time during a live event at Gainesville, Florida, in March 2002. He overcame the young superstar at the event, but Orton would come back strong and would secure a televised victory against Storm on the September 30, 2002, episode of Raw.
8 Chuck Palumbo
Chuck Palumbo made his WWE debut back in 2001 and worked in the mid-card throughout his career. His partnership with Billy Gunn earned him fame, and the team shares two runs as the WWE Tag Team Champions.
One of the other things Chuck Palumbo can be proud of about his WWE career is that he's undefeated in singles competition against Randy Orton. He took on Orton for the first time in a dark match on the October 22, 2001, episode of WWF Jakked, where he scored a clean victory over the future world champion.
7 Tommy Dreamer
Similar to the others mentioned until now, Tommy Dreamer never had a notable feud with Randy Orton. Dreamer took on Orton at the WrestleMania X8 Fan Axxess event on March 16, 2002. Orton failed to defeat Dreamer at the event and went on to suffer another loss against him in a dark match on a March 2002 episode of Sunday Night Heat.
Orton would get his payback on the ECW legend by gaining a televised victory on the June 30, 2003, episode of Raw.
6 Carlito
Randy Orton entered into a feud with Carlito in 2006 after Orton tried to attack Trish Stratus, who was involved in a romantic angle with Carlito, in a backstage segment. WWE booked the two superstars for the 2006 Unforgiven PPV, and the following night on Raw and Orton picked up the win on both occasions.
Carlito scored his only win against Orton on the special Tribute to the Troops edition of Raw on December 25, 2006. Both superstars continued to compete in occasional matches until February 2007 and Orton was victorious on all occasions.
5 Val Venis
Val Venis competed for WWE from 1998 to 2009 and established himself as one of the bizarre superstars in the company's history. The towel-wielding Superstar crossed paths with Randy Orton on many occasions throughout his career and managed to pick up a one-on-one victory against The Legend Killer.
Venis took on Orton in a dark match on the February 10, 2002, episode of Sunday Night Heat and defeated the future world champion. However, that is the only win he has against Orton to this date as The Viper picked up the win on their remaining encounters.
4 Cesaro
Cesaro has to be one of the most overlooked superstars in WWE history. Despite having the looks and in-ring ability to compete in the main event level, WWE has kept Cesaro on the tag team and mid-card division for most of his career.
Cesaro has quite a few encounters with Randy Orton starting from 2012 but could only secure one singles victory against The Legend Killer. The match took place on the February 14, 2014, episode of SmackDown where Cesaro pulled off the ultimate upset by securing a clean win over Orton who was the WWE Champion at the time.
3 Bobby Lashley
The current United States Champion Bobby Lashley has had only two singles matches against Randy Orton from both his runs in WWE. The first match took place on the March 13, 2007, episode of ECW, where Lashley defeated Orton despite the latter having his Rated RKO partner Edge in his corner.
Their second one-on-one encounter was at a Raw house show in May 2007, and Lashley emerged victorious in that match as well. Lashley remains undefeated against Randy Orton in singles competition to this date and it will be interesting to see if the two will ever battle one another again.
2 Aleister Black
Aleister Black broke out into the scenes in WWE in 2016 when he made his debut in NXT. He rose to stardom after winning the NXT Championship from Andrade and soon got called up to the main roster in 2019.
The main roster hasn't been kind to Black as he's struggling to find a break and is stuck on the lower mid-card. However, he did have his special moments, and one of those was a singles victory against Randy Orton.
Black took on Orton during a live event in May 2019 and secured the win against The Legend Killer. He has five straight singles wins against Orton, but all of it happened at live events and was never televised.
1 Ricochet
Ricochet had a great run throughout his time in NXT and even won the NXT North American Championship. However, he's been struggling to get a break on the main roster and is now a part of the Raw tag team division.
He's held the United States Championship on one occasion, and apart from that achievement, he also has a clean singles win over Randy Orton. The match took place at a live event in November 2019, and Ricochet pulled off an upset victory over The Legend Killer. That was Ricochet's only one-on-one match against Orton, and time would decide if both Superstars are to cross paths once again.