Movies like The Windy City Incident (2005)
The best movies like The Windy City Incident (2005) are After the Ball (2015), Louis C.K.: Hilarious (2010) and Topper Returns (1941). If The Windy City Incident hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedLouis C.K.: Hilarious (2010)7.8/10 from 321 votes
- NewestJerry Seinfeld: 23 Hours to Kill (2020)Released 2020
After the Ball (2015)
After the Ball, a retail fairy tale set in the world of fashion. Kate's dream is to design for couturier houses. Although she is a bright new talent, Kate can't get a job. No one trusts the daughter of Lee Kassell, a retail guru who markets clothes "inspired" by the very designers Kate wants to work for. Who wants a spy among the sequins and stilettos? Reluctantly, Kate joins the family business where she must navigate around her duplicitous stepmother and two wicked stepsisters. But with the help of a prince of a guy in the shoe department her godmother's vintage clothes and a shocking switch of identities, Kate exposes the evil trio, saves her father's company -- and proves that everyone can wear a fabulous dress.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLouis C.K.: Hilarious (2010)
In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisTopper Returns (1941)
Topper is once again tormented by a fun-loving spirit. This time, it's Gail Richards, accidentally murdered while vacationing at the home of her wealthy friend, Ann Carrington, the intended victim. With Topper's help, Gail sets out to find her killer with the expected zany results.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Pink Panther Strikes Again (1976)
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Trouble with Angels (1966)
Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisScooby-Doo! Shaggy's Showdown (2017)
When the Scooby gang visits a dude ranch, they discover that it and the nearby town have been haunted by a ghostly cowboy, Dapper Jack, who fires real fire from his fire irons. The mystery only deepens when it’s discovered that the ghost is also the long lost relative of Shaggy Rogers!
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisScooby-Doo! Curse of the Lake Monster (2010)
Scooby-Doo and the gang are on the case when a mysterious lake monster starts scaring the guests at a summer resort in Erie Point, where Fred, Daphne, Velma and Shaggy have taken on seasonal jobs to pay for a barn they accidentally burned down. But in addition to sneaking suspicions, there's some romance in the air.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais: Out of England 2 (2010)
The comic performs at the Chicago Theatre.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisChris Rock: Tamborine (2018)
Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLouis C.K.: Live at The Comedy Store (2015)
This material was developed and prepared over the last year or so, mostly in comedy clubs. This special kind of goes back to when he used to just make noises and be funny for no particular reason. It felt right to him to shoot this special in a club to give it that live immediate intimate feeling. The show is about an hour long. The opening act, who is seen at the beginning (good place for an opening act) is Jay London. One of his favorite club comics going way back to the late 80s when he first started in working in New York.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisGodspell (1973)
In modern-day New York City, John the Baptist calls out to a group of young men and women to learn from the teachings of Jesus. Through song and dance, they relive Christ's crucifixion.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJerry Seinfeld: 23 Hours to Kill (2020)
Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisZach Galifianakis: Live at the Purple Onion (2007)
From an inauspicious beginning performing comedy routines in the back of a burger joint in New York, unorthodox stand-up star Zach Galifianakis has made a splash on the scene with his inimitable brand of humor. In this live show filmed at San Francisco's Purple Onion nightclub, the versatile funnyman serves up a healthy dose of his signature wit.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAziz 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 thisDamn Yankees (1958)
Film adaptation of the George Abbott Broadway musical about a Washington Senators fan who makes a pact with the Devil to help his baseball team win the league pennant.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisIliza Shlesinger: Freezing Hot (2015)
Smart 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 some of women’s best kept - and ugliest - secrets, including truths about first date attire, fantasy break-ups and the tireless pursuit of not being cold while still looking hot.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNate 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 thisSchizopolis (1997)
A man works for the unpleasant guru of a Scientology-like movement.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisScooby-Doo! and the Curse of the 13th Ghost (2019)
Mystery Inc. withdraws from solving crimes after botching a case. When Vincent Van Ghoul contacts the gang about an unfinished investigation from Daphne, Shaggy and Scooby's past, the gang springs into action to finish the job that involves catching the 13th Ghost that escaped from the Chest of Demons and is still at large.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like The Windy City Incident?
The closest matches to The Windy City Incident are After the Ball (2015), Louis C.K.: Hilarious (2010) and Topper Returns (1941). Below are 17 more, each with the reason it matches.
What should I watch after The Windy City Incident?
Start with After the Ball (2015), the closest match to The Windy City Incident.
What is the highest-rated movie like The Windy City Incident?
Louis C.K.: Hilarious (2010), rated 7.8/10 by 321 TMDB users.
What is the newest movie like The Windy City Incident?
Jerry Seinfeld: 23 Hours to Kill (2020) is the most recent release on this list.
Are there English movies like The Windy City Incident?
Yes: After the Ball (2015), Louis C.K.: Hilarious (2010) and Topper Returns (1941).
How are movies similar to The Windy City Incident chosen?
First come films that Trakt’s viewers watch alongside The Windy City Incident, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.