The BEST episodes of Jimmy Kimmel Live! season 16

Every episode of Jimmy Kimmel Live! season 16, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Jimmy Kimmel Live! season 16!

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: 3/14/2025Network: ABC (US)Status: Continuing
Guillermo del Toro, Katy Perry
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#1 - Guillermo del Toro, Katy Perry

Season 16 - Episode 33 - Aired 3/5/2018

Directors: Andy Fisher
Watch Now:Amazon
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#2 - Kanye West, Awkwafina

Season 16 - Episode 109 - Aired 8/9/2018

Rapper Kanye West; actress Awkwafina.

Directors: Andy Fisher
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#3 - Sharon Osbourne, Jay Ellis, T.I. ft. Yo Gotti

Season 16 - Episode 130 - Aired 9/27/2018

Talk show host Sharon Osbourne; actor Jay Ellis; T.I. and Yo Gotti perform.

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#4 - Jeff Daniels, Wolf Blitzer, Charlie Puth

Season 16 - Episode 110 - Aired 8/13/2018

Actor Jeff Daniels; TV host Wolf Blitzer; Charlie Puth performs.

Directors: Andy Fisher
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#5 - Tracee Ellis Ross, Sandra Lee, CHVRCHES

Season 16 - Episode 111 - Aired 8/14/2018

Actress Tracee Ellis Ross; Dr. Sandra Lee; CHVRCHES performs.

Directors: Andy Fisher
Tom Arnold, Jerrod Carmichael, Death Cab for Cutie
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#6 - Tom Arnold, Jerrod Carmichael, Death Cab for Cutie

Season 16 - Episode 112 - Aired 8/15/2018

Tom Arnold (The Hunt for the Trump Tapes with Tom Arnold), Jerrod Carmichael, music from Death Cab for Cutie.

Directors: Andy Fisher
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#7 - Don Cheadle, Zoë Kravitz, Blood Orange ft. A$AP Rocky

Season 16 - Episode 113 - Aired 8/16/2018

Actor Don Cheadle; actress Zoë Kravitz; Blood Orange and A$AP Rocky perform.

Directors: Andy Fisher
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#8 - Rami Malek, Jennifer Love Hewitt, The Lemon Twigs

Season 16 - Episode 114 - Aired 9/4/2018

Actor Rami Malek; actress Jennifer Love Hewitt; The Lemon Twigs perform.

Directors: Andy Fisher
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#9 - Jim Carrey, Andy Cohen, Nathaniel Rateliff & the Night Sweats

Season 16 - Episode 116 - Aired 9/6/2018

Actor Jim Carrey; TV personality Andy Cohen; Nathaniel Rateliff & the Night Sweats perform.

Directors: Andy Fisher
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#10 - Sarah Silverman, Dave Matthews, Dave Matthews Band

Season 16 - Episode 115 - Aired 9/5/2018

Comic Sarah Silverman; musician Dave Matthews; Dave Matthews Band performs.

Directors: Andy Fisher
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#11 - Terry Bradshaw, Shannon Purser, Dreamers

Season 16 - Episode 117 - Aired 9/7/2018

Sportscaster Terry Bradshaw; actress Shannon Purser; Dreamers perform.

Directors: Andy Fisher
Sean Penn, Taran Killam, St. Paul & the Broken Bones
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#12 - Sean Penn, Taran Killam, St. Paul & the Broken Bones

Season 16 - Episode 118 - Aired 9/10/2018

Actor Sean Penn; actor Taran Killam; St. Paul & The Broken Bones perform.

Directors: Andy Fisher
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#13 - Keegan-Michael Key, Dave Salmoni

Season 16 - Episode 119 - Aired 9/11/2018

Actor Keegan-Michael Key; animal expert Dave Salmoni.

Directors: Andy Fisher
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#14 - Christina Aguilera, Paul Scheer, Slash ft. Myles Kennedy & the Conspirators

Season 16 - Episode 120 - Aired 9/12/2018

Singer Christina Aguilera; actor Paul Scheer; Slash and Myles Kennedy and the Conspirators perform.

Directors: Andy Fisher
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#15 - Cate Blanchett, Ben Mendelsohn, the Chainsmokers

Season 16 - Episode 121 - Aired 9/13/2018

Actress Cate Blanchett; actor Ben Mendelsohn; The Chainsmokers perform.

Directors: Andy Fisher
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#16 - Annette Bening, John Mayer

Season 16 - Episode 122 - Aired 9/18/2018

Actress Annette Bening; John Mayer performs.

Directors: Andy Fisher
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#17 - Peter Dinklage, Issa Rae, Ann Wilson

Season 16 - Episode 123 - Aired 9/19/2018

Actor Peter Dinklage; actress Issa Rae; Ann Wilson performs.

Directors: Andy Fisher
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#18 - Mike Epps, Matt Kemp, Wiz Khalifa

Season 16 - Episode 124 - Aired 9/20/2018

Comedian Mike Epps; professional baseball player Matt Kemp; Wiz Khalifa performs.

Directors: Andy Fisher
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#19 - Olivia Wilde, Noah Centineo, Jungle

Season 16 - Episode 125 - Aired 9/21/2018

Actress Olivia Wilde; actor Noah Centineo; Jungle performs.

Directors: Andy Fisher
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#20 - Viola Davis, Hasan Minhaj, Bastille

Season 16 - Episode 127 - Aired 9/24/2018

Actress Viola Davis; comic Hasan Minhaj; Bastille performs.

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#21 - Sofia Vergara, David Alan Grier, Tyga ft. Offset

Season 16 - Episode 128 - Aired 9/25/2018

Actress Sofia Vergara; actor David Alan Grier; Tyga and Offset perform.

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#22 - Riz Ahmed, Brad Garrett, Avril Lavigne

Season 16 - Episode 129 - Aired 9/26/2018

Actor Riz Ahmed; actor Brad Garrett; Avril Lavigne performs.

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#23 - Henry Winkler, Jenny Slate, Lindsey Buckingham

Season 16 - Episode 131 - Aired 10/1/2018

Actor Henry Winkler; actress Jenny Slate; Lindsey Buckingham performs.

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#24 - Justin Theroux, Lauren Cohan, Calpurnia

Season 16 - Episode 98 - Aired 7/23/2018

Actor Justin Theroux; actress Lauren Cohan; Calpurnia performs.

Directors: Andy Fisher
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#25 - Nick Kroll, Evangeline Lilly, Ne-Yo

Season 16 - Episode 88 - Aired 6/20/2018

Actor Nick Kroll; actress Evangeline Lilly; Ne-Yo performs.

Directors: Andy Fisher