The BEST episodes of Jimmy Kimmel Live!

#1 - John Krasinski, Rosemarie DeWitt, Crystal Castles

Season 8 - Episode 172 - Aired 12/9/2010

#2 - Megan Fox, David Cross, Phoenix

Season 7 - Episode 88 - Aired 6/26/2009

#3 - April 17, 2003

Season 1 - Episode 59 - Aired 4/17/2003

#4 - Kaley Cuoco, Jake Johnson, Annie Bosko

Season 22 - Episode 43 - Aired 1/8/2024

Jimmy welcomes actress Kaley Cuoco, actor Jake Johnson, and music from Annie Bosko.

#5 - Bonnie Hunt, Jeff Gordon

Season 4 - Episode 37 - Aired 6/21/2006

#6 - Bonnie Hunt, Jeff Gordon

Season 4 - Episode 37 - Aired 6/21/2006

#7 - Wanda Sykes, Max Minghella, Mod Sun ft. Avril Lavigne

Season 19 - Episode 121 - Aired 5/12/2021

Jimmy welcomes actress Wanda Sykes, actor Max Minghella, and a musical performance by Mod Sun & Avril Lavigne.

#8 - LL Cool J, Octavia Spencer, SZA

Season 15 - Episode 4 - Aired 1/12/2017

#9 - Rami Malek, Samantha Ponder, Gucci Mane ft. Travis Scott, Aubrey Logan

Season 14 - Episode 165 - Aired 12/13/2016

#10 - Wanda Sykes, Jeffrey Dean Morgan, A Thousand Horses

Season 13 - Episode 87 - Aired 6/24/2015

#11 - Liam Neeson, Dave Salmoni, Josh Groban

Season 12 - Episode 29 - Aired 2/24/2014

#12 - Will Ferrell; Adam Scott; Christopher Cross feat. Ron Burgundy

Season 11 - Episode 166 - Aired 12/19/2013

Actor Will Ferrell joins the set as Ron Burgundy and sings with musician Christopher Cross to the hit "Ride Like the Wind"; actor Adam Scott.

#13 - Terrence Howard; the cast of “Duck Dynasty”; Morrissey

Season 11 - Episode 30 - Aired 2/26/2013

From "Dead Man Down", actor Terrence Howard; the cast of "Duck Dynasty", Phil, Si, Willie & Jase Robertson; musical guest Morrissey.

#14 - Howard Stern; Tracy Morgan; Sharon Jones and the Dap-Kings

Season 10 - Episode 142 - Aired 10/30/2012

Second of four shows broadcast from New York City. Guests: radio host Howard Stern; actor/comedian Tracy Morgan; musical guests Sharon Jones and the Dap-Kings.

#15 - Britney Spears & Simon Cowell; Slightly Stoopid

Season 10 - Episode 117 - Aired 9/12/2012

#16 - Matt Damon

Season 11 - Episode 11 - Aired 1/24/2013

Tonight's guests are Matt Damon, Matt Damon and musical guest Matt Damon... After 10 years of "my apologies to Matt Damon; we ran out of time", Matt Damon finally hijacks tonight's episode of "Jimmy Kimmel Sucks!" and introduces his own Guillermo, his own band leader as well as musical performer, and brings along quite a few surprise star guests.

#17 - Sigourney Weaver, Tom Bergeron, Randy Houser

Season 8 - Episode 134 - Aired 9/27/2010

#18 - Will Smith, Adam Perry Lang

Season 14 - Episode 159 - Aired 12/5/2016

#19 - "Star Wars: The Last Jedi" Cast

Season 15 - Episode 150 - Aired 12/1/2017

Star Wars The Last Jedi cast.

#20 - Remembering Fred Willard

Season 18 - Episode 74 - Aired 5/18/2020

A tribute to the late Fred Willard.

#21 - Blake Shelton, Andrea Riseborough

Season 14 - Episode 167 - Aired 12/15/2016

#22 - Mark Wahlberg; Bruce Dern; Poliça

Season 11 - Episode 164 - Aired 12/17/2013

Actor Mark Wahlberg; from "Nebraska", actor Bruce Dern; musical guests Poliça.

#23 - Sean Penn

Season 18 - Episode 81 - Aired 5/29/2020

Jimmy welcomes actor Sean Penn.

#24 - Jason Momoa, Rachel Zegler

Season 23 - Episode 88 - Aired 3/17/2025

Jimmy welcomes actor Jason Momoa plus an interview with and musical performance by Rachel Zegler.

#25 - Kevin Hart, Alex Pettyfer, Sage the Gemini

Season 12 - Episode 24 - Aired 2/13/2014