Movies Like When

If you liked When (2018), a movie directed by Kyle Jon Shephard, 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
Chris D'Elia: Man on Fire (2017)
★ 6.2/10
Unbridled comic Chris D'Elia reconsiders his approach to major life events like marriage, not having kids and buying pants for your friends.
2
2 Minutes of Fame (2020)
★ 6.6/10
An up-and-coming stand-up comic moves to L.A. to pursue a film career after video clips of his act make him an online sensation.
3
The F**k-It List (2020)
★ 6/10
After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.
4
Jimmy Carr: Natural Born Killer (2024)
★ 6.4/10
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.
5
Funny People (2009)
★ 5.9/10
Famous and wealthy funnyman George Simmons doesn't give much thought to how he treats people until a doctor delivers stunning health news, forcing George to reevaluate his priorities with a little help from aspiring…
6
The Hit List (2011)
★ 6/10
A disgruntled man creates a hit list with a stranger during a drunken night out and must then race to try to save those he marked for extermination as the bodies begin to pile up and all fingers point to him.
7
Off the Grid (2025)
★ 6.4/10
After a morally-bankrupt company tries to weaponize a brilliant scientist's revolutionary technology, he goes off the grid to safeguard humanity. When the company sends a strike force to find him, they make their…
8
The Killer's Game (2024)
★ 6.4/10
When top hitman Joe Flood is diagnosed with a terminal illness, he decides to take matters into his own hands – by taking a hit out on himself. But when the very hitmen he hired also target his ex-girlfriend, he must…
9
Dave Chappelle: Sticks & Stones (2019)
★ 7.5/10
Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
10
Hooper (1978)
★ 6.3/10
Legendary stunt man Sonny Hooper remains one of the top men in his field, but due to too many stressful impacts to the spine and the need to pop painkillers several times a day, he knows he should get out of the…
11
Dave Chappelle: The Unstoppable... (2025)
★ 6.6/10
Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.
12
Bill Burr: Drop Dead Years (2025)
★ 7.2/10
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
13
Louis C.K.: Oh My God (2013)
★ 7.6/10
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…
14
Chris Rock: Bigger & Blacker (1999)
★ 7.4/10
Chris Rock brings his critically acclaimed brand of social commentary-themed humour to this HBO Special, extolling his razor-sharp wit and wisdom on such topics as gun control, President Clinton, homophobia, racism…
15
Code 3 (2025)
★ 7.1/10
A burned-out paramedic tries to survive his last 24 hours on the job while training a new recruit.
16
Dave Chappelle: The Dreamer (2023)
★ 6.9/10
From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.
17
Katherine Ryan: Glitter Room (2019)
★ 6.7/10
Fresh from a tour, comedian Katherine Ryan shares shrewd observations about school bullies, revenge bodies and raising a very fancy child.
18
Me Time (2022)
★ 5.8/10
With 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.
19
Send Me No Flowers (1964)
★ 6.8/10
When a hypochondriac assumes that he is dying, he makes an elaborate plan to ensure his wife's happiness. However, trouble ensues when she misunderstands his intentions.
20
Thunderstruck (2012)
★ 6.2/10
After 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.