Movies like Windy City Heat (2003)
The best movies like Windy City Heat (2003) are Caddyshack: The 19th Hole (1999), Tropic Thunder: Rain of Madness (2008) and The Pantry Ghost Documentary (2013). If Windy City Heat hooked you with its comedy and documentary, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedAmerican Movie (1999)7.5/10 from 296 votes
- NewestAziz Ansari: Right Now (2019)Released 2019
Caddyshack: The 19th Hole (1999)
Behind-the-scenes documentary of the making of 'Caddyshack'. Among the people interviewed: producer Jon Peters, writer/director Harold Ramis, and players Cindy Morgan, Scott Colomby, Ann Ryerson, Hamilton Mitchell, and Chevy Chase.
Why it matches: Fans watch both · both documentary & comedy
Tropic Thunder: Rain of Madness (2008)
A behind-the-scenes mockumentary of Tropic Thunder.
Why it matches: Fans watch both · both comedy & documentary
Popcorn FlickMovies like thisThe Pantry Ghost Documentary (2013)
A California family filmed strange occurrences in their home. we investigated to get the full story and never before seen footage of the first documented spirit entity ever captured on film.
Why it matches: Fans watch both · both documentary
Alien Autopsy (2006)
Humouristic reconstruction of the 1995 scandal when two British lads were accused of having faked a documentary from the Roswell incident in 1947.
Why it matches: Fans watch both · both comedy
SnoozefestMovies like thisBrüno (2009)
Flamboyantly gay Austrian television reporter Bruno stirs up trouble with unsuspecting guests and large crowds through brutally frank interviews and painfully hilarious public displays of homosexuality.
Why it matches: Fans watch both · both comedy
SnoozefestMovies like thisBorat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan (2006)
Kazakh journalist Borat Sagdiyev travels to America to make a documentary. As he zigzags across the nation, Borat meets real people in real situations with hysterical consequences. His backwards behavior generates strong reactions around him exposing prejudices and hypocrisies in American culture.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisReno 911!: Miami (2007)
A rag-tag team of Reno cops are called in to save the day after a terrorist attack disrupts a national police convention in Miami Beach during spring break. Based on the Comedy Central series.
Why it matches: Fans watch both · both comedy
SnoozefestMovies like thisWho's the Caboose? (1997)
A documentary team gets a grant to do a film on a rare fatal disease that is attacking homeless people. However, they quickly find the film too depressing. Ducking into a nightclub, they discover a young Manhattan comedienne and decide instead to follow her as she makes the circuit of auditions in L.A. as she tries to get a TV pilot. Unfortunately, she has failed to tell her boyfriend of this move. He decides he will trail her out west. There, the boyfriend runs into an old friend who has already made a break on a TV pilot. Seizing the opportunity, the actress turns her attentions to the established actor. However, the actress goes nowhere in auditions, but her ex-boyfriend is suddenly noticed and becomes the next hot prospect.
Why it matches: Fans watch both · both comedy
Best in Show (2000)
The tension is palpable, the excitement is mounting and the heady scent of competition is in the air as hundreds of eager contestants from across America prepare to take part in what is undoubtedly one of the greatest events of their lives -- the Mayflower Dog Show. The canine contestants and their owners are as wondrously diverse as the great country that has bred them.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisWaiting for Guffman (1997)
Aspiring director Corky St. Clair and the marginally talented amateur cast of his hokey small-town musical production go overboard when they learn that Broadway theater agent Mort Guffman will be in attendance.
Why it matches: Fans watch both · both comedy
Worth the HypeMovies like thisThe Aristocrats (2005)
One hundred superstar comedians tell the same very, VERY dirty, filthy joke--one shared privately by comics since Vaudeville.
Why it matches: Fans watch both · both comedy & documentary
SnoozefestMovies like thisThe N.Y. Friars Club Roast of Jerry Stiller (1999)
The annual roast of the Friars Club, a fraternal organization for comedians, is a big honor - and yet can be a major embarrassment. The roastee being honored is Jerry Stiller, who played Arthur Spooner on the CBS sitcom King of Queens. Attendees included two at one point named New York City mayors, Police Commissioner Howard Safir, The Golden Girls' Bea Arthur, Dr. Ruth, The Brady Bunch's Florence Henderson, and comedian Janeane Garofalo.
Why it matches: Fans watch both · both comedy & documentary
UnHung Hero (2013)
When Patrick Moote's girlfriend rejects his marriage proposal at a UCLA basketball game on the jumbotron, it unfortunately goes viral and hits TV networks worldwide. Days after the heartbreaking debacle, she privately reveals why she can’t be with him forever: Patrick’s small penis size. "Unhung Hero" follows the real life journey of Patrick as he boldly sets out to expose this extremely personal chapter of his life confronting ex-girlfriends, doctors, anthropologists and even adult film stars. From Witch-Doctors in Papua New Guinea to sex museums in Korea, Patrick has a lot of turf to cover on his globe trotting adventure to finally answer the age old question: Does size matter?
Why it matches: Fans watch both · both documentary & comedy
SnoozefestMovies like thisGoin' Down to South Park (1999)
A mockumentary/documentary hybrid which covers the actual making of the show South Park but with a fictional spin, apparently spoofing similar such shows, with the creators, Trey Parker and Matt Stone, portrayed as arrogant, obnoxious jerks who are only in it for the money.
Why it matches: Fans watch both · both documentary & comedy
Anchorman: The Legend of Ron Burgundy (2004)
It's the 1970s and San Diego anchorman Ron Burgundy is the top dog in local TV, but that's all about to change when ambitious reporter Veronica Corningstone arrives as a new employee at his station.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisComedian (2002)
A look at the work of two stand-up comics, Jerry Seinfeld and a lesser-known newcomer, detailing the effort and frustration behind putting together a successful act and career while living a life on the road.
Why it matches: Fans watch both · both comedy & documentary
Popcorn FlickMovies like thisAmerican Movie (1999)
American Movie documents the story of filmmaker Mark Borchardt, his mission, and his dream. Spanning over two years of intense struggle with his film, his family, financial decline, and spiritual crisis, American Movie is a portrayal of ambition, obsession, excess, and one man's quest for the American Dream.
Why it matches: Fans watch both · both documentary & comedy
Worth the HypeMovies like thisEddie Griffin: DysFunktional Family (2003)
Between sets from his hilarious live stand-up routine, in which he riffs on everything from Michael Jackson to terrorism, comedian Eddie Griffin tours his hometown of Kansas City and introduces viewers to his eccentric clan in this edgy mockumentary. Griffin's uproarious family members include oddballs such as Uncle Buckey, a former pimp, and Uncle Curtis, who possesses an extensive porn collection ... much of which he filmed himself!
Why it matches: Fans watch both · both comedy & documentary
Black Sheep (1996)
When dignified Albert Donnelly runs for Governor, his team moves to keep his slow-witted and klutzy younger brother, Mike, out of the eye of the media. To baby-sit Mike, the campaign assigns sarcastic Steve, who gets the experience of a lifetime when he tries to take Mike out of town during the election.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisBest Worst Movie (2009)
A look at the making of the film Troll 2 (1990) and its journey from being crowned the "worst film of all time" to a cherished cult classic.
Why it matches: Fans watch both · both documentary & comedy
Worth the HypeMovies like thisComedy Central Roast of Pamela Anderson (2005)
Comedy Central's best roasters and stand up comedians take a whack at actor/model Pamela Anderson.
Why it matches: Fans watch both · both comedy & documentary
Popcorn FlickMovies like thisJackass: The Movie (2002)
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 even do stunts involving LIVE alligators, and so on.
Why it matches: Fans watch both · both comedy & documentary
Popcorn FlickMovies like thisI'm from Hollywood (1989)
I'm from Hollywood is about the adventures of late performance artist Andy Kaufman in the world of professional wrestling. This film includes interviews with Taxi co-stars Marilu Henner and Tony Danza and interviews with comedian Robin Williams, wrestler Jerry Lawler, wrestling commentator Lance Russell, and Kaufman's best friend, Bob Zmuda. Other people seen in the film include TV host David Letterman and Jimmy Hart of Continental Wrestling Association. The film's title refers to a phrase spoken by Kaufman to the Memphis wrestling audience.
Why it matches: Fans watch both · both comedy & documentary
Dumb and Dumber (1994)
Lloyd and Harry are two men whose stupidity is really indescribable. When Mary, a beautiful woman, loses an important suitcase with money before she leaves for Aspen, the two friends (who have found the suitcase) decide to return it to her. After some "adventures" they finally get to Aspen where, using the lost money they live it up and fight for Mary's heart.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisZoolander (2001)
Clear the runway for Derek Zoolander, VH1's three-time male model of the year. His face falls when hippie-chic Hansel scooters in to steal this year's award. The evil fashion guru Mugatu seizes the opportunity to turn Derek into a killing machine. It's a well-designed conspiracy and only with the help of Hansel and a few well-chosen accessories like Matilda can Derek make the world safe for male models everywhere.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisThe Last Shot (2004)
A movie director-screenwriter finds a man to finance his latest project but soon discovers that the producer is actually an undercover FBI agent working on a mob sting operation.
Why it matches: Fans watch both · both comedy
SnoozefestMovies like thisReturn to the Batcave: The Misadventures of Adam and Burt (2003)
Adam West and Burt Ward are taken on a crazy adventure when the Batmobile is stolen from a car museum and they must track down the thief and return it. After solving a puzzle, they realize that the clues to finding the fiend who stole the Batmobile are hidden in their past. During the search, they flashback to their three seasons in tights, including their many sexual escapades.
Why it matches: Fans watch both · both comedy
SnoozefestMovies like thisKevin Hart: What Now? (2016)
Comedian Kevin Hart performs in front of a crowd of 50,000 people at Philadelphia's outdoor venue, Lincoln Financial Field.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisRichard Pryor: Here and Now (1983)
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.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Popcorn FlickMovies like thisAziz Ansari: Right Now (2019)
In a comedy special directed by Spike Jonze, Aziz Ansari shares deep personal insights and hilarious takes on wokeness, family and the social climate.
Why it matches: Recommended by TMDB viewers · both comedy & documentary
Worth the HypeMovies like this
Like Windy City Heat and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Windy City Heat?
The closest matches to Windy City Heat are Caddyshack: The 19th Hole (1999), Tropic Thunder: Rain of Madness (2008) and The Pantry Ghost Documentary (2013). Below are 27 more, each with the reason it matches.
What should I watch after Windy City Heat?
People who watched Windy City Heat most often go on to Caddyshack: The 19th Hole (1999), Tropic Thunder: Rain of Madness (2008) and The Pantry Ghost Documentary (2013).
What is the highest-rated movie like Windy City Heat?
American Movie (1999), rated 7.5/10 by 296 TMDB users.
What is the newest movie like Windy City Heat?
Aziz Ansari: Right Now (2019) is the most recent release on this list.
Are there English movies like Windy City Heat?
Yes: Caddyshack: The 19th Hole (1999), Tropic Thunder: Rain of Madness (2008) and The Pantry Ghost Documentary (2013).
How are movies similar to Windy City Heat chosen?
First come films that Trakt’s viewers watch alongside Windy City Heat, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.