Movies Like Kyle Kinane: Loose in Chicago
If you liked Kyle Kinane: Loose in Chicago (2016), a comedy movie directed by Marcus Raboy, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.
- 1
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedyIn what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
- 2
Dave Chappelle: The Closer (2021)
★ 7.2/10Also comedyAs 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.
- 3
The Roast of Tom Brady (2024)
★ 6.7/10Also comedyOffensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.
- 4
Ricky Gervais: Mortality (2025)
★ 7/10Also comedyRicky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
- 5
Chris Rock: Selective Outrage (2023)
★ 6.2/10Also comedyChris 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.
- 6
John Mulaney: Kid Gorgeous at Radio City (2018)
★ 7.9/10Also comedyJohn Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
- 7
Adam Sandler: Love You (2024)
★ 6.3/10Also comedyAdam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
- 8
Me Time (2022)
★ 5.8/10Also comedyWith his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.
- 9
Jimmy Carr: Natural Born Killer (2024)
★ 6.4/10Also comedyJimmy 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.
- 10
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
- 11
Thunderstruck (2012)
★ 6.2/10Also comedyAfter NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
- 12
Dave Chappelle: The Dreamer (2023)
★ 6.9/10Also comedyFrom his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.
- 13
Chris Rock: Never Scared (2004)
★ 7.5/10Also comedyChris Rock, the three-time Emmy Award-winner, comedian, actor, and host of HBO's acclaimed The Chris Show, stars in his fourth solo stand-up special for HBO, Chris Rock: Never Scared. Featuring his unique, insightful…
- 14
Iliza Shlesinger: Freezing Hot (2015)
★ 6.7/10Also comedySmart and brazen comedian Iliza Shlesinger shares her unflinchingly honest observations on the differences between men and women. Filled with hashtag-able catch phrases, this is a laugh-out-loud revelation exposing…
- 15
Taylor Tomlinson: Look at You (2022)
★ 7.2/10Also comedyBreakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.
- 16
Dave Chappelle: Sticks & Stones (2019)
★ 7.5/10Also comedyDave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
- 17
Cadet Kelly (2002)
★ 6.2/10Also comedyHyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.
- 18
Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
★ 7/10Also comedyHawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
- 19
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedyIn 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.
- 20
Dave Chappelle: The Unstoppable... (2025)
★ 6.7/10Also comedyFacing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.