The BEST episodes of Late Show with David Letterman season 20

Every episode of Late Show with David Letterman season 20, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Late Show with David Letterman season 20!

An hour-long weeknight comedy and talk show broadcast by CBS from the Ed Sullivan Theater on Broadway in New York City and is produced and hosted by David Letterman. The show's music director and bandleader of the house band, the CBS Orchestra, is Paul Shaffer. The head writers are brothers Justin Stangel and Eric Stangel. The announcer is Alan Kalter, who replaced Bill Wendell as announcer in 1995. The show airs at night, but is recorded the afternoon of the broadcast.

Last Updated: 6/6/2025Network: CBSStatus: Ended
Seth Meyers; Demetri Martin; Dropkick Murphys
star
10.00
1 votes

#1 - Seth Meyers; Demetri Martin; Dropkick Murphys

Season 20 - Episode 41 - Aired 3/15/2013

From "Saturday Night Live", comedian & writer Seth Meyers; comic Demetri Martin; musical guests Dropkick Murphys.

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Gerard Butler; Elizabeth Cook
star
10.00
1 votes

#2 - Gerard Butler; Elizabeth Cook

Season 20 - Episode 40 - Aired 3/14/2013

From "Olympus Has Fallen", actor Gerard Butler; musical guest Elizabeth Cook

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Michael J. Fox; Lorde
star
10.00
1 votes

#3 - Michael J. Fox; Lorde

Season 20 - Episode 158 - Aired 11/12/2013

From "The Michael J. Fox Show", actor Michael J. Fox; musical guest Lorde.

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James Franco; Andrew Borracchini; Ed Sheeran
star
10.00
1 votes

#4 - James Franco; Andrew Borracchini; Ed Sheeran

Season 20 - Episode 45 - Aired 3/25/2013

From "Oz the Great and Powerful" and "Spring Breakers", actor James Franco; national grocery bagging champion Andrew Borracchini; music by Ed Sheeran.

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Bill Cosby; Mikaela Shiffrin; Garbage
star
10.00
1 votes

#5 - Bill Cosby; Mikaela Shiffrin; Garbage

Season 20 - Episode 43 - Aired 3/19/2013

Comic Bill Cosby; U.S. skier Mikaela Shiffrin; musical guests Garbage.

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Eva Mendes; Andy Hendrickson; The Airborne Toxic Event
star
10.00
1 votes

#6 - Eva Mendes; Andy Hendrickson; The Airborne Toxic Event

Season 20 - Episode 44 - Aired 3/20/2013

Actress Eva Mendes; a Top Ten List presented by IndyCar driver Graham Rahal; comic Andy Hendrickson; musical guests The Airborne Toxic Event.

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Jennifer Lawrence; Taraji P. Henson
star
9.00
3 votes

#7 - Jennifer Lawrence; Taraji P. Henson

Season 20 - Episode 164 - Aired 11/20/2013

From "The Hunger Games: Catching Fire", actress Jennifer Lawrence; from "Person of Interest", actress Taraji P. Henson.

Watch Now:Amazon
Howard Stern; Adrienne Iapalucci
star
9.00
2 votes

#8 - Howard Stern; Adrienne Iapalucci

Season 20 - Episode 166 - Aired 11/22/2013

Radio talk show host Howard Stern; stand-up comedy by Adrienne Iapalucci.

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Lindsay Lohan; Pete Lee; Gary Clark Jr.
star
8.33
3 votes

#9 - Lindsay Lohan; Pete Lee; Gary Clark Jr.

Season 20 - Episode 53 - Aired 4/9/2013

From "Scary Movie 5", actress Lindsay Lohan; comic Pete Lee; musical guest Gary Clark Jr.

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Paul Rudd; Cristin Milioti; Alt-J
star
8.00
1 votes

#10 - Paul Rudd; Cristin Milioti; Alt-J

Season 20 - Episode 176 - Aired 12/17/2013

From "Anchorman: The Legend Continues", actor Paul Rudd; journalist Barbara Walters presents the Top Ten List; from "The Wolf of Wall Street", actress Cristin Milioti; musical guests Alt-J.

Ben Stiller; Shannon Eis; Brett Dennen
star
8.00
1 votes

#11 - Ben Stiller; Shannon Eis; Brett Dennen

Season 20 - Episode 177 - Aired 12/18/2013

From "The Secret Life of Walter Mitty", actor and director Ben Stiller; holiday toy demo with Shannon Eis; musical guest Brett Dennen.

Jonah Hill; Chiwetel Ejiofor; J. Roddy Walston and The Business
star
7.50
2 votes

#12 - Jonah Hill; Chiwetel Ejiofor; J. Roddy Walston and The Business

Season 20 - Episode 165 - Aired 11/21/2013

From "The Wolf of Wall Street", actor Jonah Hill; from "12 Years a Slave", actor Chiwetel Ejiofor; musical guests J. Roddy Walston and The Business.

Shia LaBeouf; Jeff Altman; The Band Perry
star
7.00
1 votes

#13 - Shia LaBeouf; Jeff Altman; The Band Perry

Season 20 - Episode 48 - Aired 4/1/2013

From "The Company You Keep", actor Shia LaBeouf; comic Jeff Altman; musical guests The Band Perry.

Kristen Wiig; Darlene Love
star
7.00
2 votes

#14 - Kristen Wiig; Darlene Love

Season 20 - Episode 179 - Aired 12/20/2013

From "Anchorman 2: The Legend Continues", actress Kristen Wiig; musical guest Darlene Love.

Anderson Cooper; Jesse Tyler Ferguson; The Neighbourhood
star
7.00
2 votes

#15 - Anderson Cooper; Jesse Tyler Ferguson; The Neighbourhood

Season 20 - Episode 163 - Aired 11/19/2013

Author and jounalist Anderson Cooper; from "Modern Family", actor Jesse Tyler Ferguson; musical guests The Neighbourhood.

Vince Vaughn; Jimmie Johnson; Luscious Jackson
star
7.00
2 votes

#16 - Vince Vaughn; Jimmie Johnson; Luscious Jackson

Season 20 - Episode 162 - Aired 11/18/2013

From "Anchorman 2: The Legend Continues", actor Vince Vaughn; 2013 NASCAR Sprint Cup Series Champion, Jimmie Johnson; musical guests Luscious Jackson.

Connie Britton; Lady Antebellum
star
7.00
2 votes

#17 - Connie Britton; Lady Antebellum

Season 20 - Episode 161 - Aired 11/15/2013

From "Nashville", actress Connie Britton; Stupid Pet Tricks; musical guests Lady Antebellum.

Kelly Ripa; Cobie Smulders; Gary Clark Jr.
star
7.00
1 votes

#18 - Kelly Ripa; Cobie Smulders; Gary Clark Jr.

Season 20 - Episode 155 - Aired 11/7/2013

From "Live! With Kelly and Michael", talk show host Kelly Ripa; from "How I Met Your Mother", actress Cobie Smulders; musicial guest Gary Clark Jr.

Regis Philbin; Broadway musical “Rodgers & Hammerstein's Cinderella”
star
6.50
2 votes

#19 - Regis Philbin; Broadway musical “Rodgers & Hammerstein's Cinderella”

Season 20 - Episode 49 - Aired 4/2/2013

Talk show legend Regis Philbin; a performance from the Broadway musical "Rodgers & Hammerstein's Cinderella".

Martin Short; Tyler, the Creator
star
6.50
2 votes

#20 - Martin Short; Tyler, the Creator

Season 20 - Episode 51 - Aired 4/4/2013

Actor/comedian Martin Short; musical guest Tyler, the Creator; a top ten list with Kevin Ware.

Claire Danes; Will Forte; Metric
star
5.00
1 votes

#21 - Claire Danes; Will Forte; Metric

Season 20 - Episode 160 - Aired 11/14/2013

From "Homeland", actress Claire Danes; from "Nebraska", actor Will Forte; musical guests Metric.

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0.00
0 votes

#22 - Jake Gyllenhaal; Julie Chen; The Dodos

Season 20 - Episode 118 - Aired 9/3/2013

Actor Jake Gyllenhaal; host of "Big Brother" and co-host of "The Talk", producer Julie Chen; musical guests The Dodos.

Oprah Winfrey; Paul Rudd
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0.00
0 votes

#23 - Oprah Winfrey; Paul Rudd

Season 20 - Episode 109 - Aired 8/1/2013

TV icon and actress Oprah Winfrey discusses "The Butler"; from "Anchorman: The Legend Continues", actor Paul Rudd.

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0.00
0 votes

#24 - Olivia Wilde; Dean Norris; John Mayer

Season 20 - Episode 110 - Aired 8/19/2013

From "Drinking Buddies", actress Olivia Wilde; from "Under the Dome", actor Dean Norris; musical guest John Mayer.

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0.00
0 votes

#25 - Louis C.K.; Hugh Evans; John Legend

Season 20 - Episode 111 - Aired 8/20/2013

Comedian and star of "Louie", Louis C.K.; from The Global Citizen Festival, humanitarian Hugh Evans; musical guest John Legend.