Movies Like Windy City Heat

If you liked Windy City Heat (2003), a comedy and documentary movie directed by Bobcat Goldthwait, 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
Jackass: The Movie (2002)
★ 6.3/10Also comedy and documentary
Johnny Knoxville and his band of maniacs perform a variety of stunts and gross-out gags on the big screen for the first time. They wander around Japan in panda outfits, wreak havoc on a once civilized golf course, they…
2
Kevin Hart: What Now? (2016)
★ 6.5/10Also comedy and documentary
Comedian Kevin Hart performs in front of a crowd of 50,000 people at Philadelphia's outdoor venue, Lincoln Financial Field.
3
Jackass 3D (2010)
★ 6.6/10Also comedy and documentary
Johnny Knoxville, Bam Margera, Steve-O, Wee Man and the rest of their fearless and foolhardy friends take part in another round of outrageous pranks and stunts. In addition to standing in the path of a charging bull…
4
Jackass: Best and Last (2026)
★ 7.3/10Also comedy and documentary
The fifth and final installment to Jackass franchise where the crew go on one last insane crusade.
5
Jackass 4.5 (2022)
★ 6.4/10Also comedy and documentary
Through outrageous, never-before-seen footage, witness the making of the Jackass crew's last go at wild stunts.
6
Jackass Forever (2022)
★ 6.8/10Also comedy and documentary
The Jackass crew, along with some newcomers, returns for one more round of hilarious, absurd, and dangerous stunts.
7
Richard Pryor: Here and Now (1983)
★ 6.7/10Also comedy and documentary
One of comedian Richard Pryor's later stand-up performances. As foul-mouthed as ever, Pryor touches on most of the same topics as in his previous live shows. Filmed at the Saenger Theatre in New Orleans.
8
Jackass Number Two (2006)
★ 6.6/10Also comedy and documentary
Jackass Number Two is a compilation of various stunts, pranks and skits, and essentially has no plot. Chris Pontius, Johnny Knoxville, Steve-O, Bam Margera, and the whole crew return to the screen to raise the stakes…
9
Jackass Presents: Bad Grandpa .5 (2014)
★ 6/10Also comedy and documentary
Bad Grandpa .5 gives you a whole new perspective on the world of Irving Zisman with bonus scenes and pranks also featuring Spike Jonze as "Gloria" and Catherine Keener as Irving's wife "Ellie", plus a look at the…
10
Aziz Ansari: Right Now (2019)
★ 7.1/10Also comedy and tv movie
In a comedy special directed by Spike Jonze, Aziz Ansari shares deep personal insights and hilarious takes on wokeness, family and the social climate.
11
Jackass 2.5 (2007)
★ 6.1/10Also comedy and documentary
The crew have now set off to finish what as left over from Jackass 2.0, and in this version they have Wee Man use a 'pee' gun on themselves, having a mini motor bike fracas in the grocery mall, a sperm test, a portly…
12
An Evening with Robin Williams (1983)
★ 7.3/10Also comedy and documentary
Declared to be the funniest Robin Williams video made, this is a don't-miss comedy.
13
Nitro Circus: The Movie (2012)
★ 6.4/10Also comedy and documentary
You will see Travis Pastrana and the whole Nitro Circus crew perform some of the most ridiculous, awe-inspiring, and simply insane stunts ever caught on camera. Coming to you in three dimensional glory, it will feel…
14
Jackass 3.5 (2011)
★ 6.4/10Also comedy and documentary
Johnny Knoxville of 'Jackass' releases unused material of stunts, tricks, antics and shenanigans shot during the production of 'Jackass 3D' that didn't make it into the film, as well as the hilarious outtakes.
15
The Aristocrats (2005)
★ 5.9/10Also comedy and documentary
One hundred superstar comedians tell the same very, VERY dirty, filthy joke--one shared privately by comics since Vaudeville.
16
Kevin Hart: Zero F**ks Given (2020)
★ 6.6/10Also comedy and documentary
Kevin Hart serves up laughs and brick oven pizza from the comfort of his home, and dishes on male group chats, sex after 40 and life with COVID-19.
17
Norm Macdonald: Nothing Special (2022)
★ 6.6/10Also comedy and documentary
In his final comedy special, Norm Macdonald ponders casinos, cannibalism, living wills and why you have to be ready for whatever life throws your way.
18
Blue Collar Comedy Tour: The Movie (2003)
★ 6/10Also comedy and documentary
The comedic stylings of four sort-of famous funnymen are brought to the big screen courtesy of this 2002 documentary.
19
John Mulaney: The Comeback Kid (2015)
★ 7.7/10Also comedy and tv movie
Armed with boyish charm and a sharp wit, the former "SNL" writer offers sly takes on marriage, his beef with babies and the time he met Bill Clinton.
20
Def Comedy Jam 25 (2017)
★ 6/10Also comedy and documentary
In this special live event, giants of stand-up come together to commemorate the 25th anniversary of Russell Simmons's groundbreaking "Def Comedy Jam."