The BEST episodes of Jimmy Kimmel Live! season 14

Every episode of Jimmy Kimmel Live! season 14, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Jimmy Kimmel Live! season 14!

Emmy-winner Jimmy Kimmel serves as host and executive producer of "Jimmy Kimmel Live," ABC Television Network's distinctive late-night talk show. The show features a diverse line up of guests, including celebrities, athletes, comedians and human interest subjects. Along with a light-hearted and recognizable cast of characters, a hip house band and comedy bits in Kimmel's inimitable style, the show additionally offers one of the funniest, freshest monologues on television today. "Jimmy Kimmel Live" often features elaborate, innovative stunts - such as having Quentin Tarantino guest-direct an entire episode, or building a state of the art performance stage in the center of Hollywood Boulevard.

Last Updated: 11/15/2025Network: ABC (US)Status: Continuing

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The BEST episodes of Jimmy Kimmel Live! season 14

Every episode of Jimmy Kimmel Live! season 14, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Jimmy Kimmel Live! season 14!

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

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

#2 - Terrence Howard, Wolf Blitzer, Bonnie Raitt

Season 14 - Episode 111 - Aired 8/29/2016

#3 - Will Smith, Adam Perry Lang

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

#4 - Blake Shelton, Andrea Riseborough

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

#5 - Chadwick Boseman, Chris Hardwick, Robert Randolph, Nick Jonas ft. Tove Lo

Season 14 - Episode 64 - Aired 4/28/2016

#6 - Kiefer Sutherland, John Oliver, Die Antwoord

Season 14 - Episode 121 - Aired 9/19/2016

#7 - President Barack Obama, Will Ferrell

Season 14 - Episode 141 - Aired 10/24/2016

#8 - Morgan Freeman, Steve Martorano, Young the Giant, Sharon Jones

Season 14 - Episode 106 - Aired 8/4/2016

#9 - Cate Blanchett, Dominic Monaghan, Vance Joy

Season 14 - Episode 4 - Aired 1/7/2016

#10 - 'Bachelor' Ben Higgins & Lauren Bushnell, Maria Menounos, Sia

Season 14 - Episode 41 - Aired 3/14/2016

#11 - Sen. Bernie Sanders, Tom Hiddleston, Granger Smith

Season 14 - Episode 46 - Aired 3/22/2016

#12 - Ashton Kutcher, Trailer Park Boys, David Gilmour

Season 14 - Episode 49 - Aired 3/28/2016

#13 - Adam Carolla, the Avett Brothers

Season 14 - Episode 66 - Aired 5/3/2016

#14 - Greg Kinnear, Dino Archie, Joe Bonamassa

Season 14 - Episode 102 - Aired 7/28/2016

#15 - Chris Pine, JoJo Fletcher, Kelsea Ballerini

Season 14 - Episode 103 - Aired 8/1/2016

#16 - Ray Romano, Chloe Bennet, The Wild Feathers

Season 14 - Episode 38 - Aired 3/8/2016

#17 - David Spade, Derek Hough, Panic! at the Disco and Sisqo

Season 14 - Episode 25 - Aired 2/15/2016

#18 - Chris Evans, Sebastian Stan, Anthony Mackie, Paul Rudd, White Denim

Season 14 - Episode 53 - Aired 4/11/2016

#19 - Shia LaBeouf, Anna Camp, Green Day

Season 14 - Episode 157 - Aired 11/21/2016

#20 - Melissa McCarthy, Kristen Wiig, Kate McKinnon, Leslie Jones, Bill Murray, Dan Aykroyd, Ernie Hudson, Annie Potts, Post Malone

Season 14 - Episode 82 - Aired 6/8/2016

#21 - Zach Galifianakis, Aubrey Plaza, Weezer

Season 14 - Episode 10 - Aired 1/19/2016

#22 - Dr. Mehmet Oz, Emily Deschanel, Mashup Monday with Of Monsters & Men At Work

Season 14 - Episode 65 - Aired 5/2/2016

#23 - Eddie Murphy, Lizzy Caplan, ScHoolboy Q ft. E-40

Season 14 - Episode 118 - Aired 9/9/2016

#24 - Owen Wilson, Zach Galifianakis, Kristen Wiig, the Lumineers

Season 14 - Episode 125 - Aired 9/26/2016

#25 - David Spade, Metallica

Season 14 - Episode 166 - Aired 12/14/2016