Movies Like Up, Down and Sideways

If you liked Up, Down and Sideways (1992), a comedy movie directed by Mihalis Kakogiannis, 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
Safe Sex (1999)
★ 6.5/10Also comedy
A satire of life in modern Greece, presented through a series of different stories about sex. There are several couples and their relation with sex in parallel stories that come together in a hilarious way.
2
Back to School (1986)
★ 6.3/10Also comedy
Self-made millionaire Thornton Melon decides to get a better education and enrolls at his son Jason's college. While Jason tries to fit in with his fellow students, Thornton struggles to gain his son's respect, giving…
3
The Secret of My Success (1987)
★ 6.5/10Also comedy
Brantley Foster, a well-educated kid from Kansas, has always dreamed of making it big in New York City, but once there, he learns that jobs - and girls - are hard to get. When he visits his uncle, Howard Prescott, who…
4
Adult World (2014)
★ 6/10Also comedy
Amy, a naive college graduate who believes she's destined to be a great poet, begrudgingly accepts a job at a sex shop while she pursues a mentorship with reclusive writer Rat Billings.
5
That's My Boy (2012)
★ 5.8/10Also comedy
While in his teens, Donny fathered a son, Todd, and raised him as a single parent up until Todd's 18th birthday. Now, after not seeing each other for years, Todd's world comes crashing down when Donny resurfaces just…
6
Heavyweights (1995)
★ 6.2/10Also comedy
Camp Hope is a summer retreat for overweight boys run by a kindly couple who make the campers feel comfortable with their extra pounds. But when tyrannical fitness guru Tony buys the camp, he puts the kids on a cruel…
7
Big Business (1988)
★ 6.4/10Also comedy
In the 1940s in the small town of Jupiter Hollow, two sets of identical twins are born in the same hospital on the same night. One set to a poor local family and the other to a rich family just passing through. The…
8
The Dink (2026)
★ 6.4/10Also comedy
Desperate to save a struggling country club and earn his father's respect, a washed-up tennis pro is compelled to break a sacred vow and do the unthinkable: play pickleball.
9
Yours, Mine and Ours (1968)
★ 6.9/10Also comedy
When a widower with ten children marries a widow with eight, can the twenty of them ever come together as one big happy family?
10
The Distinguished Gentleman (1992)
★ 6/10Also comedy
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
11
The Ritz (1976)
★ 6/10Also comedy
To escape from a mobster, businessman Gaetano Proclo orders a cab driver to take him to a place where he can't be found. Unfortunately for Gaetano, the place turns out to be a gay bathhouse.
12
Pain & Gain (2013)
★ 6.3/10Also comedy
Daniel Lugo, manager of the Sun Gym in 1990s Miami, decides that there is only one way to achieve his version of the American dream: extortion. To achieve his goal, he recruits musclemen Paul and Adrian as accomplices…
13
In & Out (1997)
★ 6.5/10Also comedy
A midwestern teacher questions his sexuality after a former student makes a comment about him at the Academy Awards.
14
Life of the Party (2018)
★ 6.1/10Also comedy
When her husband suddenly dumps her, longtime dedicated housewife Deanna turns regret into re-set by going back to college... landing in the same class and school as her daughter, who's not entirely sold on the idea…
15
A Funny Thing Happened on the Way to the Forum (1966)
★ 6.1/10Also comedy
A wily slave must unite a virgin courtesan and his young smitten master to earn his freedom.
16
Happy Gilmore 2 (2025)
★ 6.5/10Also comedy
Happy Gilmore isn't done with golf — not by a long shot. Since his retirement after his first Tour Championship win, Gilmore returns to finance his daughter's ballet classes.
17
Daddy Day Care (2003)
★ 5.9/10Also comedy
Two men get laid off and have to become stay-at-home dads when they can't find jobs, which inspires them to open their own day-care center.
18
American Dreamer (2022)
★ 6/10Also comedy
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
19
Old Boys (2018)
★ 6.6/10Also comedy
In the school-set re-working of Cyrano, an awkward but imaginative pupil helps the handsome but spectacularly dim school-hero pursue the fiery daughter of a visiting French teacher.
20
Analyze That (2002)
★ 5.8/10Also comedy
The mafia's Paul Vitti is back in prison and will need some serious counseling when he gets out. Naturally, he returns to his analyst Dr. Ben Sobel for help and finds that Sobel needs some serious help himself as he…