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The Best Episodes of Billy on the Street

Every episode of Billy on the Street ranked from best to worst. Let's dive into the Best Episodes of Billy on the Street!

Binge this in 19h 4m•Peaking at 8.9/10

Comedian Billy Eichner, unfiltered and unapologetic, hits the streets of New York City to test unsuspecting strangers on their knowledge of music and pop culture. With microphone in hand and money in tow, Eichner gives

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Episode Rankings

  1. #1 Fan Favorite
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    Billy on the Street Season 3 Episode 2 - Cash Cow, with Lena Dunham vs. Elena
    8.9/10(25 votes)

    S3:E2

    Lena Dunham joins Billy; games Include "Steve Harvey or Harvey Milk", "HBO Girls or Berenstain Bears", "Tyler Perry or Art", "Screaming Tweets", and a special round of "Cash Cow".

    Director:Unknown
    Writer:Unknown

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  2. Billy on the Street Season 4 Episode 10 - Elena vs. Her Sister!
    8.7/10(20 votes)

    S4:E10

    Billy is joined by Juliana Margulies for a brand new game called "That's Not Sia, It's Juliana Margulies!"

    Director:Unknown
    Writer:Unknown

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  3. Billy on the Street Season 2 Episode 10 - Billy in the Air With P!nk
    8.5/10(25 votes)

    S2:E10

    P!nk joins Billy; games Include: "Who Dat?", "Quizzed in the Face", "For a Dollar", "Pink, Meryl Streep, or Who Cares?", "The Price feels so Right", and "This or Talk to Mario Lopez".

    Director:Unknown
    Writer:Unknown

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  4. Billy on the Street Season 4 Episode 5 - Shondaland! With Bill Hader and Amy Sedaris
    8.5/10(25 votes)

    S4:E5

    Billy plays "Make That Noise" with SNL and 'Trainwreck' star Bill Hader. Later, Billy plays "Amateur Speed Sketching" with Andy the film editor. Finally, Amy Sedaris joins Billy in one of the biggest obstacle courses the show has ever seen, Shondaland! Other games include "For A Dollar" and "Streaming or Screaming?".

    Director:Unknown
    Writer:Unknown

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  5. Billy on the Street Season 4 Episode 7 - The Julianne Moore Acting Attack!
    8.5/10(31 votes)

    S4:E7

    Billy welcomes Academy Award-winning actress Julianne Moore as they play a brand new game called "Hummus or Nipples?" Later, Billy is joined for "Quizzed in the Face" by everyone's favorite lifeline, Elena! Finally, Billy and Julianne Moore take to Times Square where Julianne ambushes innocent tourists with her acting ability. Other games include "For A Dollar" and "The Gospel Choir Lightning Round."

    Director:Unknown
    Writer:Unknown

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  6. Billy on the Street Season 4 Episode 8 - Christmas on the Street with Will Ferrell!
    8.5/10(20 votes)

    S4:E8

    Will Ferrell and Billy ambush New Yorkers with Christmas presents, holiday trivia and Yuletide cheer! Plus, SNL star Rachel Dratch takes on a new obstacle course called "Leah Remini's Escape from Scientology!" Later, Billy plays "Gay, Part Black or Cokehead?" with a girl who looks exactly like Pixar's Brave. Other games include "For A Dollar" and "Who Discovered This Person, Judd Apatow or P. Diddy"

    Director:Unknown
    Writer:Unknown

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    7. Trending NowTRENDING NOW

    The 20 WORST Episodes of Billy on the Street

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  7. Billy on the Street Season 4 Episode 9 - Sex On The Street with Sarah Jessica Parker
    8.5/10(18 votes)

    S4:E9

    Sarah Jessica Parker joins Billy to give out shoes to anyone who can show their true appreciation for her work. Later, Billy plays "Kevin Hart or Gabby Giffords?" with plus-size musician, Tina! Finally, Sarah Jessica Parker plays "Santa's Reindeer or Sex App?" and wins a very unique prize.

    Director:Unknown
    Writer:Unknown

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  8. Billy on the Street Season 5 Episode 10 - The NY Bubble with Stephen Colbert!
    8.5/10(20 votes)

    S5:E10

    Billy welcomes Stephen Colbert to play "La La Land or Nicki Minaj", and Stephen heads out onto the streets to ask how New Yorkers feel about Donald Trump. Plus, Elena returns to answer Twitter questions.

    Director:Unknown
    Writer:Unknown

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  9. Billy on the Street Season 3 Episode 6 - When the Easter Bunny Attacks!, with Joel McHale
    8.4/10(20 votes)

    S3:E6

    Joel McHale hits the streets with Billy to play the "Mo'lympics"; Billy plays "Easter Bunny Lightning Round" and "Buzz Feed List or Schindler's List."

    Director:Unknown
    Writer:Unknown

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  10. Billy on the Street Season 5 Episode 7 - Do Gay People Care About John Oliver? with John Oliver!
    8.4/10(23 votes)

    S5:E7

    John Oliver joins Billy out on his street ventures. Billy asks gay people what they think about the famed English comic and host.

    Director:Unknown
    Writer:Unknown

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  11. Billy on the Street Season 4 Episode 2 - For A Dollar, It's Chris Pratt!
    8.3/10(29 votes)

    S4:E2

    Billy introduces shocked New Yorkers to Jurassic World and Guardians of the Galaxy star, Chris Pratt! Plus, Billy finds out if Chris Pratt will be the next Indiana Jones and while playing "For A Dollar" offers random strangers on the street money if they relate to Ben Stiller!

    Director:Unknown
    Writer:Unknown

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  12. Billy on the Street Season 5 Episode 6 - Billy's Holiday Wonderland with Jacob Tremblay!
    8.3/10(23 votes)

    S5:E6

    Billy is joined for the first time by a child actor, the star of "Room," Jacob Tremblay. Together, Jacob and Billy take to the street for a brand new "Lightning Round."

    Director:Unknown
    Writer:Unknown

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  13. Billy on the Street Season 5 Episode 8 - Curbside Conga Line with James Corden
    8.3/10(21 votes)

    S5:E8

    Talk-show host James Corden helps Billy appeal to the masses; Billy and actor Robin Lord Taylor ("Gotham") play an obstacle course called "Can You Separate the Art from the Artist?"; other games include "For a Dollar."

    Director:Unknown
    Writer:Unknown

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  14. Billy on the Street Season 5 Episode 9 - Super Sloppy Semi-Automatic Double Dare! with Keegan-Michael Key
    8.3/10(18 votes)

    S5:E9

    Billy is joined by Keegan-Michael Key for the game "Name 10 Gay People"; aspiring actor Cameron plays "Walking Dead or Talking Dead?"; Key competes in a new obstacle course; other games include "For A Dollar" and "Give It Up For Kate Hudson."

    Director:Unknown
    Writer:Unknown

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  15. Billy on the Street Season 3 Episode 1 - Olivia Wilde Is Very Pretty and You’re All Disgusting!, with Olivia Wilde
    8.2/10(22 votes)

    S3:E1

    Olivia Wilde takes on NYC with Billy for "Olivia Wilde is Very Pretty". Other games include "Humpty Dumpty or Mary J. Blige?" and "You Can't Do That on TV: Adele Edition."

    Director:Unknown
    Writer:Unknown

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  16. Billy on the Street Season 3 Episode 8 - Billy Loves Ratatouille, with Patton Oswalt
    8.2/10(20 votes)

    S3:E8

    Billy and Patton Oswalt team up to play "Does Shakira Know About This?"; Billy plays "Queen Latifah or Brave Person?," "Thanks for Sharing, Adam Levine" and "Meryl-Go-Round."

    Director:Unknown
    Writer:Unknown

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  17. Billy on the Street Season 4 Episode 3 - Anna Kendrick's 'Tinder in Real Life' Lightning Round!
    8.2/10(26 votes)

    S4:E3

    Anna Kendrick helps Billy find love on the street, and Elena is the lifeline in a game of "Quizzed in the Face." Other games include "What Does Katy Perry's Cat Care About?" and "For A Dollar."

    Director:Unknown
    Writer:Unknown

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  18. Billy on the Street Season 4 Episode 4 - Billy Plays "Is Beyoncè Scared Of That?" with Jason Sudeikis!
    8.2/10(25 votes)

    S4:E4

    Billy quizzes SNL and 'Horrible Bosses' star Jason Sudeikis on what Beyoncé is probably scared of, then Jason helps Billy celebrate football season with a special "Bro Lightning Round" and a wicked Tailgating party. Plus an all new Lightning Round about Zombies and an explosive new game of "For A Dollar!"

    Director:Unknown
    Writer:Unknown

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  19. Billy on the Street Season 4 Episode 6 - Billy's Thanksgiving Parade!
    8.2/10(20 votes)

    S4:E6

    In this week's star-studded episode, Billy takes to the street with movie icon Meg Ryan for a special Thanksgiving "For A Dollar" game. Plus, Lucy Liu plays a brand new game called "You're an A**hole Billy or Screw You Lucy Liu!" Finally, Billy celebrates the season with his very own Thanksgiving Parade co-hosted by Katie Couric! Other games include "For A Dollar" and "Mark Twain or Eddie Murphy?"

    Director:Unknown
    Writer:Unknown

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  20. Billy on the Street Season 5 Episode 2 - Death Rogen with Special Guest Seth Rogen!
    8.2/10(26 votes)

    S5:E2

    Billy hits the streets with Seth Rogen for a new segment called "Death Rogen". Later, just in time for Thanksgiving, Billy and Sarah play "What Does Michelle Rodriguez Bring to the Table?"

    Director:Unknown
    Writer:Unknown

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  21. Billy on the Street Season 5 Episode 3 - Lupita Nyong'o: Bring the Pain
    8.2/10(26 votes)

    S5:E3

    Billy is joined by Oscar winner Lupita Nyong'o for the brand new game, "Gay or Old?" Later, everyone's favorite contestant, Elena, is back with a very patriotic Lightning Round!

    Director:Unknown
    Writer:Unknown

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  22. Billy on the Street Season 1 Episode 3 - Can Rachel Dratch Name 20 White People in 30 Seconds?
    8.1/10(22 votes)

    S1:E3

    Games include: Premiere of "Quizzed In the Face," "Get In the Snuggie" with Rachel Dratch, and "Amateur Speed Sketching"

    Director:Unknown
    Writer:Unknown

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  23. Billy on the Street Season 1 Episode 9 - Did You Hear Madonna Died?
    8.1/10(14 votes)

    S1:E9

    Games include: "Quizzed In the Face," "Did You Hear Madonna Died?," and "Amateur Speed Sketching"

    Director:Unknown
    Writer:Unknown

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  24. Billy on the Street Season 2 Episode 1 - Name Three White People! With Rashida Jones
    8.1/10(39 votes)

    S2:E1

    Rashida Jones joins Billy on the street to play "Angry Turds" and a special edition of "Lightning Round"; Billy also plays "Black Eye Peas/Black Guy Who Peed" and "Dead or Boring?"

    Director:Unknown
    Writer:Unknown

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  25. Billy on the Street Season 2 Episode 4 - The Lesbian Lightning Round, with Andy Cohen
    8.1/10(29 votes)

    S2:E4

    Andy Cohen takes the streets of New York with Billy for a special game of "New Year's Eve or Deformed"; Billy also plays "Where in the World is Rianna's Rihgina" and a special edition of "Lesbian Lightning Round."

    Director:Unknown
    Writer:Unknown

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Best Episodes Summary

"Cash Cow, with Lena Dunham vs. Elena" is the best rated episode of "Billy on the Street". It scored 8.9/10 based on 25 votes. Directed by Unknown and written by Unknown, it aired on 3/19/2014. This episode scored 0.2 points higher than the second highest rated, "Elena vs. Her Sister!".