Movies like Flagpole Special (1998)
The best movies like Flagpole Special (1998) are Landline (2017), Lady Windermere's Fan (1925) and Don't Think Twice (2016). If Flagpole Special hooked you with its comedy and drama, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedA Futile and Stupid Gesture (2018)6.5/10 from 391 votes
- NewestRicky Gervais: Mortality (2025)Released 2025
Landline (2017)
A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisLady Windermere's Fan (1925)
A society woman believes her husband is having an affair, a misconception which may have dire personal consequences for all involved.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisDon't Think Twice (2016)
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSomewhere in Queens (2023)
Leo and Angela Russo live a simple life in Queens, surrounded by their overbearing Italian-American family. When their son finds success on his high school basketball team, Leo tears the family apart trying to make it happen.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisCQ (2001)
A young filmmaker in 1960s Paris juggles directing a cheesy sci-fi debacle, directing his own personal art film, coping with his crumbling relationship with his girlfriend, and a new-found infatuation with the sci-fi film's starlet.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisIt Runs in the Family (2003)
This is the story of a dysfunctional New York family, and their attempts to reconcile
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Good Half (2024)
Renn Wheeland returns home to Cleveland for his mother's funeral. Once there, he forges new relationships while healing old ones, before confronting his problems and trying to face his grief.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Beanie Bubble (2023)
Ty was a frustrated toy salesman until his collaboration with three women turned his stuffed animals into a defining '90s trend. This behind-the-scenes look at history's biggest toy craze is a wild story about what—and who—is valued in this world.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisFamily Weekend (2013)
A 16-year-old girl takes her parents hostage after they miss her big jump-roping competition.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisMatch (2014)
A Seattle couple travel to New York to interview colorful former dancer Tobi for research on a dissertation about dance. But soon, common niceties and social graces erode when the questions turn personal and the true nature of the interview is called into question.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisSubUrbia (1997)
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisMy Own Love Song (2010)
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisClass Act (1992)
Duncan is a genius straight A student, Blade is ajuvenile delinquent. But because of a mix up with their school records, everyone thinks each is the other one. Now, Duncan kind of likes the attention from being thought of as a real bad dude, if only the school bully would stop trying to rough him up. And Blade definitely likes being thought of as important instead of as trouble.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisAbout Alex (2014)
When a group of old college friends reunite over a long weekend after one of them attempts suicide, old crushes and resentments shine light on their life decisions, and ultimately push friendships and relationships to the brink.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisBreaking News in Yuba County (2021)
An overlooked pencil-pusher catches her husband in bed with another woman, the shock of which causes him to die of a heart attack. So she buries his body and takes advantage of the growing celebrity status that comes from having a missing husband. But she quickly finds herself in over her head, dodging cops and criminals, all while trying to keep the truth from her sister, a local news anchor who’s desperate for a story.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisOn Becoming a Guinea Fowl (2024)
On an empty road in the middle of the night, Shula stumbles across the body of her uncle. As funeral proceedings begin around them, she and her cousins bring to light the buried secrets of their middle-class Zambian family.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisTyler Perry's Madea's Family Reunion - The Play (2002)
The fireworks begin when Madea’s family gathers for her granddaughter’s wedding. As usual, Madea rules the roost, as she and her neighbor, the wacky Mr. Brown, deliver nonstop laughs. Live, love, rejoice...it’s Madea’s Family Reunion!
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisA Futile and Stupid Gesture (2018)
In a life full of triumph and failure, "National Lampoon" co-founder Doug Kenney built a comedy empire, molding pop culture in the 1970s.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisRicky Gervais: Mortality (2025)
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisGabriel Iglesias: Aloha Fluffy (2013)
ALOHAAAAA! Internationally acclaimed comedian, Gabriel Iglesias, returns to Comedy Central with his latest stand-up special taped at Honolulu’s Hawaii Theatre Center. Watch as Fluffy brings the house down yet again in this complete special with his unique and animated show that has made him popular among fans of all ages. Aloha Fluffy is sure to be a comedy classic, making this extended and uncensored special a must-own.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like this
Like Flagpole Special and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Flagpole Special?
The closest matches to Flagpole Special are Landline (2017), Lady Windermere's Fan (1925) and Don't Think Twice (2016). Below are 17 more, each with the reason it matches.
What should I watch after Flagpole Special?
Start with Landline (2017), the closest match to Flagpole Special.
What is the highest-rated movie like Flagpole Special?
A Futile and Stupid Gesture (2018), rated 6.5/10 by 391 TMDB users.
What is the newest movie like Flagpole Special?
Ricky Gervais: Mortality (2025) is the most recent release on this list.
Are there English movies like Flagpole Special?
Yes: Landline (2017), Lady Windermere's Fan (1925) and Don't Think Twice (2016).
How are movies similar to Flagpole Special chosen?
First come films that Trakt’s viewers watch alongside Flagpole Special, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.