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Movies like Kyle Kinane: Loose in Chicago (2016)

The best movies like Kyle Kinane: Loose in Chicago (2016) are Bill Burr: Drop Dead Years (2025), Dave Chappelle: The Closer (2021) and Ricky Gervais: Mortality (2025). If Kyle Kinane: Loose in Chicago hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Bill Burr: Drop Dead Years (2025)

    In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  2. Dave Chappelle: The Closer (2021)

    As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  3. Ricky Gervais: Mortality (2025)

    Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. The Roast of Tom Brady (2024)

    Offensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  5. Chris Rock: Selective Outrage (2023)

    Chris Rock delivers an electric stand-up set on non-racist yoga pants, spoiling his kids, the Kardashians and his thoughts on the Will Smith fiasco.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. Taylor Tomlinson: Have It All (2024)

    Can Taylor Tomlinson have it all? From dating woes to dream jobs to inventive dirty talk, she shares life's ups and downs in this stand-up comedy special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. Jimmy Carr: Natural Born Killer (2024)

    Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Shane Gillis: Beautiful Dogs (2023)

    In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  9. Ricky Gervais: Armageddon (2023)

    Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. Louis C.K.: Oh My God (2013)

    Filmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for writing on his acclaimed show on FX, Louie. Performed in the round in front of a live audience, he discusses such topics as the food chain, animals, divorce, strange anecdotes, broken morality, murder and mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  11. Adam Sandler: Love You (2024)

    Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. Ali Wong: Don Wong (2022)

    In her third Netflix stand-up special, Ali Wong reveals her wildest fantasies, the challenges of monogamy and how she really feels about single people.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. Aziz Ansari: Buried Alive (2013)

    Standup comedian Aziz Ansari ("Parks and Recreation") headlines his third standup special, where he shares his uniquely hilarious perspective on fears of adulthood, babies, marriage, and more. Ansari's look at life on the cusp of 30 years old is smart, unfiltered, and hysterical.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Nate Bargatze: The Tennessee Kid (2019)

    Comic Nate Bargatze touches on air travel, cheap weddings, college football, chocolate milk and the perils of ordering coffee in this stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  15. Aziz Ansari: Nightclub Comedian (2022)

    After another year of lockdowns, Aziz takes the stage to skewer pandemic life, quarantines, vaccine cards, celebrity side-gigs, smartphones and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. Chris Rock: Kill the Messenger (2008)

    An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  17. Eric Andre: Legalize Everything (2020)

    Comedian Eric Andre presents his very first Netflix original stand-up special. Taking the stage in New Orleans, Andre breaks the boundaries of comedy as he critiques the war on drugs, the war on sex, and the war on fart jokes!

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Ali Wong: Single Lady (2024)

    After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Dave Chappelle: Sticks & Stones (2019)

    Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Taylor Tomlinson: Look at You (2022)

    Breakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this

Like Kyle Kinane: Loose in Chicago and something else?

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Frequently asked questions

What are the best movies like Kyle Kinane: Loose in Chicago?

The closest matches to Kyle Kinane: Loose in Chicago are Bill Burr: Drop Dead Years (2025), Dave Chappelle: The Closer (2021) and Ricky Gervais: Mortality (2025). Below are 17 more, each with the reason it matches.

What should I watch after Kyle Kinane: Loose in Chicago?

Start with Bill Burr: Drop Dead Years (2025), the closest match to Kyle Kinane: Loose in Chicago.

What is the highest-rated movie like Kyle Kinane: Loose in Chicago?

Louis C.K.: Oh My God (2013), rated 7.6/10 by 229 TMDB users.

What is the newest movie like Kyle Kinane: Loose in Chicago?

Ricky Gervais: Mortality (2025) is the most recent release on this list.

Are there English movies like Kyle Kinane: Loose in Chicago?

Yes: Bill Burr: Drop Dead Years (2025), Dave Chappelle: The Closer (2021) and Ricky Gervais: Mortality (2025).

How are movies similar to Kyle Kinane: Loose in Chicago chosen?

First come films that Trakt’s viewers watch alongside Kyle Kinane: Loose in Chicago, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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