Randy Orton officially etched his name into WWE history at SummerSlam 2025, becoming the Superstar with the most matches in the event’s storied history. His bout alongside Jelly Roll against Logan Paul and Drew McIntyre marked his 17th SummerSlam appearance, surpassing The Undertaker’s long-standing record of 16.

Orton’s SummerSlam journey began back in 2003 and includes a mix of singles, title, and tag matches against some of the biggest names in wrestling. His track record reads like a who’s who of WWE history—victories over legends like Chris Benoit, Christian, and Sheamus, as well as high-profile clashes with The Undertaker, John Cena, Brock Lesnar, and Roman Reigns.

Randy Orton’s 17 SummerSlam Matches:

  • 2003 – Elimination Chamber, Loss
  • 2004 – vs. Chris Benoit, Win
  • 2005 – vs. The Undertaker, Win
  • 2006 – vs. Hulk Hogan, Loss
  • 2007 – vs. John Cena, Loss
  • 2009 – vs. John Cena, Win
  • 2010 – vs. Sheamus, Loss
  • 2011 – vs. Christian, Win
  • 2013 – vs. Daniel Bryan, Win
  • 2014 – vs. Roman Reigns, Loss
  • 2015 – vs. Sheamus, Win
  • 2016 – vs. Brock Lesnar, Loss
  • 2017 – vs. Rusev, Win
  • 2019 – vs. Kofi Kingston, Win
  • 2020 – vs. Drew McIntyre, Loss
  • 2021 – with Matt Riddle vs. AJ Styles & Omos, Win
  • 2025 – with Jelly Roll vs. Logan Paul & Drew McIntyre, Loss

The Undertaker’s 16 SummerSlam Matches:

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  • 1992 – vs. Kamala, Win
  • 1993 – vs. Giant Gonzalez, Win
  • 1994 – vs. The Undertaker (Ted DiBiase’s version), Win
  • 1995 – vs. Kama, Win
  • 1996 – vs. Mankind, Loss
  • 1997 – vs. Bret Hart, Loss
  • 1998 – vs. Steve Austin, Loss
  • 1999 – with Big Show vs. Kane & X-Pac, Win
  • 2000 – with Kane vs. Kane & X-Pac, Loss
  • 2001 – with Kane vs. DDP & Kanyon, Win
  • 2005 – vs. Randy Orton, Loss
  • 2008 – vs. Edge, Win
  • 2009 – vs. CM Punk, Win (dark match)
  • 2013 – No match
  • 2014 – vs. Brock Lesnar, Win
  • 2015 – vs. Brock Lesnar, Loss

With Orton now holding the record outright, the question is how much further he’ll extend it before hanging up his boots. Given his track record, The Viper might just push the number to heights no one else can reach.

Do you think anyone will ever break Randy Orton’s Summer Slam record, or will this be one of those milestones that stands forever? Please share your thoughts and feedback in the comment section below.

Steve Carrier is the founder of Ringside News and has been reporting on pro wrestling since 1997. His stories have been featured on TMZ, Forbes, Bleacher Report, and more.

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