The WORST episodes of The Tonight Show with Conan O'Brien

Every episode of The Tonight Show with Conan O'Brien ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of The Tonight Show with Conan O'Brien!

Conan O'Brien steps into the shoes of predecessors Steve Allen, Jack Paar, Johnny Carson, and Jay Leno at NBC's late-night institution. Guest interviews and comic sketches continue to be the format in his incarnation of the franchise, and former late-night pal Andy Richter returns as his sidekick.

Last Updated: 10/30/2024Network: NBCStatus: Ended
Heather Locklear, Dr. Drew Pinsky, Rod Man
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#1 - Heather Locklear, Dr. Drew Pinsky, Rod Man

Season 2 - Episode 37 - Aired 11/11/2009

The Tonight Show with Conan O'Brien welcomes actress Heather Locklear, Dr. Drew Pinsky, and comedian guest Rod Man. Also, a new episode of Noches de Pasion con Señor O'Brien.

Denis Leary, Rob Mies, The Swell Season
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#2 - Denis Leary, Rob Mies, The Swell Season

Season 2 - Episode 28 - Aired 10/29/2009

The Tonight Show with Conan O'Brien welcomes guests actor Denis Leary, bat expert Rob Mies, and musical performance by The Swell Season. Also, Conan checks out the new Taurus SHO after being invited by Ford.

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Don Young, Susie Essman, Alice in Chains
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#3 - Don Young, Susie Essman, Alice in Chains

Season 2 - Episode 29 - Aired 10/30/2009

The Tonight Show with Conan O'Brien welcomes actress Susie Essman, world champion pumpkin grower Don Young, monster truck driver Dennis Anderson, and musical guests Alice In Chains. Also, a special The Tonight Show Halloween Mini-Dose of Joy! and Deon Cole checks out the Universal Studios' Halloween Horror Night.

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Ewan McGregor, Shaun White, Tegan & Sara
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#4 - Ewan McGregor, Shaun White, Tegan & Sara

Season 2 - Episode 30 - Aired 11/2/2009

The Tonight Show with Conan O'Brien welcomes guests actor Ewan McGregor, snowboarder Shaun White, and a musical performance by Tegan & Sara. Plus, a new instalment of Celebrity Survey.

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Neil Patrick Harris, Paul Teutul Sr., Creed
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#5 - Neil Patrick Harris, Paul Teutul Sr., Creed

Season 2 - Episode 31 - Aired 11/3/2009

The Tonight Show with Conan O'Brien welcomes guests actor Neil Patrick Harris, TV personality Paul Teutul Sr., and a musical performance by Creed. Also; a treat for the back row, Conan tries to catch a celebrity in a birthday-cake trap and a new installment of Before Photoshop.

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Amy Poehler, Magic Johnson & Larry Bird, The Bravery
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#6 - Amy Poehler, Magic Johnson & Larry Bird, The Bravery

Season 2 - Episode 32 - Aired 11/4/2009

The Tonight Show with Conan O'Brien welcomes guest actress Amy Poehler, NBA Hall of Famers Magic Johnson and Larry Bird and musical guests The Bravery.

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Jim Carrey, Olivia Wilde, Zac Brown Band
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#7 - Jim Carrey, Olivia Wilde, Zac Brown Band

Season 2 - Episode 33 - Aired 11/5/2009

The Tonight Show with Conan O'Brien welcomes guests actor Jim Carrey, actress Olivia Wilde, and a musical performance by Zack Brown Band. Plus, Conan spends some time again with a recent friend.

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Cory Monteith, Harland Williams, Pixies
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#8 - Cory Monteith, Harland Williams, Pixies

Season 2 - Episode 34 - Aired 11/6/2009

The Tonight Show with Conan O'Brien welcomes actor Cory Monteith, comedian Harland Williams and musical guests Pixies. Also, Mark Pender faces off his bodybuilder counterpart again and A Black Thing You Ought To

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Kelsey Grammer, Major Brian Dennis and his Iraqi dog of war Nubs, David Grey
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#9 - Kelsey Grammer, Major Brian Dennis and his Iraqi dog of war Nubs, David Grey

Season 2 - Episode 35 - Aired 11/9/2009

The Tonight Show with Conan O'Brien welcomes actor Kelsey Grammer, Major Brian Dennis and his Iraqi dog of war Nubs, and musical guest David Gray. Plus, a new installment of Andy'll Try It!

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Jessica Biel, Super Dave Osborne, John Fogerty
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#10 - Jessica Biel, Super Dave Osborne, John Fogerty

Season 2 - Episode 36 - Aired 11/10/2009

The Tonight Show with Conan O'Brien welcomes actress Jessica Biel, comic Bob Einstein as Super Dave Osborne and musical guest John Fogerty. Also, a new gala of The Tonight Show Audiencey Awards.

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Chris O'Donnell, Lindsey Vonn, Uncle Kracker
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#11 - Chris O'Donnell, Lindsey Vonn, Uncle Kracker

Season 2 - Episode 27 - Aired 10/28/2009

The Tonight Show with Conan O'Brien welcomes guests actor Chris O'Donnell, ski racer Lindsey Vonn, and musical performance by Uncle Kracker.

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Al Gore, Jim Parsons, Jason Mraz
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#12 - Al Gore, Jim Parsons, Jason Mraz

Season 2 - Episode 38 - Aired 11/12/2009

The Tonight Show with Conan O'Brien welcomes former Vice President Al Gore, actor Jim Parsons, and musical guest Jason Mraz. Plus, Conan and Andy take a look into the future... all the way In The Year 3000.

Reese Witherspoon, Gabourey Sidibe, Kris Allen
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#13 - Reese Witherspoon, Gabourey Sidibe, Kris Allen

Season 2 - Episode 39 - Aired 11/13/2009

The Tonight Show with Conan O'Brien welcomes actress Reese Witherspoon, actress Gabourey Sidibe, and a musical performance by Kris Allen. Also, Conan takes a look at New Trendz - what's in and what's out.

Kristen Stewart, Judd Apatow, Carrie Underwood
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#14 - Kristen Stewart, Judd Apatow, Carrie Underwood

Season 2 - Episode 40 - Aired 11/16/2009

The Tonight Show with Conan O'Brien welcomes actress Kristen Stewart, director Judd Apatow and musical guest Carrie Underwood.

Jane Lynch, 50 Cent
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#15 - Jane Lynch, 50 Cent

Season 2 - Episode 41 - Aired 11/17/2009

The Tonight Show with Conan O'Brien welcomes actress Jane Lynch and musical guest 50 Cent.

Seth Green, Heidi Montag & Spencer Pratt, The Brian Setzer Orchestra
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#16 - Seth Green, Heidi Montag & Spencer Pratt, The Brian Setzer Orchestra

Season 2 - Episode 42 - Aired 11/18/2009

The Tonight Show with Conan O'Brien welcomes actor Seth Green, TV personalities Heidi Montag and Spencer Pratt and musical guests Brian Setzer Orchestra. Also, new Celebrity Surveys!

Nicole Kidman, Anderson Cooper, Leona Lewis
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#17 - Nicole Kidman, Anderson Cooper, Leona Lewis

Season 2 - Episode 43 - Aired 11/19/2009

The Tonight Show with Conan O'Brien welcomes actress Nicole Kidman, journalist Anderson Cooper and musical guest Leona Lewis.

Eva Mendes, Jon Bon Jovi
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#18 - Eva Mendes, Jon Bon Jovi

Season 2 - Episode 44 - Aired 11/20/2009

The Tonight Show with Conan O'Brien welcomes actress Eva Mendes, musician Jon Bon Jovi and musical guests Bon Jovi.

Taylor Lautner, John Lovitz, Timbaland, Nelly Furtado, SoShy
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#19 - Taylor Lautner, John Lovitz, Timbaland, Nelly Furtado, SoShy

Season 2 - Episode 45 - Aired 11/23/2009

The Tonight Show with Conan O'Brien welcomes actor Taylor Lautner, actor John Lovitz and musical guests Timbaland with Nelly Furtado and SoShy.

Jason Bateman, Selena Gomez, Toby Keith
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#20 - Jason Bateman, Selena Gomez, Toby Keith

Season 2 - Episode 17 - Aired 10/7/2009

The Tonight Show with Conan O'Brien welcomes actor Jason Bateman, actress Selena Gomez and musical guest Toby Keith. Also, following their ongoing feud Newark's Mayor Corey Booker "apologizes" to Conan, Conan and Andy embark in a new The Tonight Show Tour-riffic Tram-tacular and a "member of Conan's staff", Deon Cole, starts a new holiday out of spite.

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Dave Salmoni, Joel McHale, India.Arie
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#21 - Dave Salmoni, Joel McHale, India.Arie

Season 2 - Episode 9 - Aired 9/24/2009

The Tonight Show welcomes animal expert Dave Salmoni, actor/presenter Joel McHale, and musical guest India Arie. Also, a new Tonight Show segment: Audience Plugs.

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Drew Barrymore, jockey Joe Talamo, Paramore
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#22 - Drew Barrymore, jockey Joe Talamo, Paramore

Season 2 - Episode 10 - Aired 9/28/2009

The Tonight Show welcomes actress Drew Barrymore, jockey Joe Talamo and musical guests Paramore. Plus, Conan and Andy take a look and share what happened on previous Friday, when Conan hit his head while racing Terry Hatcher, and Max Weinberg's temporary absence.

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Patton Oswalt, John Krasinski, Quinn Dahle
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#23 - Patton Oswalt, John Krasinski, Quinn Dahle

Season 2 - Episode 11 - Aired 9/29/2009

The Tonight Show welcomes actor John Krasinski, comedian Patton Oswalt and comedian Quinn Dahle. Also, the Hunky Vampire returns and new Celebrity Surveys.

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Kate Walsh, Jesse Eisenberg, Brad Paisley
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#24 - Kate Walsh, Jesse Eisenberg, Brad Paisley

Season 2 - Episode 12 - Aired 9/30/2009

The Tonight Show welcomes actress Kate Walsh, actor Jesse Eisenberg and musical guest Brad Paisley. Also, back row appreciation with the Tonight Show Hamster 500 and Conan replies to Newark's Mayor Corey Booker.

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Michael Moore, Seth MacFarlane, Rodrigo y Gabriela
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#25 - Michael Moore, Seth MacFarlane, Rodrigo y Gabriela

Season 2 - Episode 13 - Aired 10/1/2009

The Tonight Show welcomes director Michael Moore, animated series creator Seth MacFarlane and musical guests Rodrigo Y Gabriela. Plus, Conan visits the Barbershop Harmony Society International Convention and Contest, a new segment called Blame it on La Bamba and a new Conan's Tabloid Moment.

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