Movies Like Raising Flagg

If you liked Raising Flagg (2006), a comedy and drama movie directed by Neal Miller, 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
Don't Think Twice (2016)
★ 6.4/10Also comedy and drama
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
2
My Own Love Song (2010)
★ 6.2/10Also comedy and drama
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.
3
The Good Half (2024)
★ 6.2/10Also comedy and drama
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.
4
Hooking Up (2020)
★ 6.3/10Also comedy and drama
Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addict. As their true motivations for the…
5
Savage House (2026)
★ 7/10Also comedy and drama
Against the backdrop of 18th century England, a massive pox outbreak, and Jacobite uprising – Sir Chauncey Savage and Lady Savage blindly pursue a better life. It's not without a tinge of irony that their family name…
6
Chloe and Theo (2015)
★ 5.9/10Also comedy and drama
A young woman, Chloe, living by her wits on the streets of New York City, has a chance meeting with a wise Inuit Eskimo, Theo, who was sent to New York by his elders to provide a message to the people of the world – We…
7
Duplex (2003)
★ 6.1/10Also comedy
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
8
Young Adult (2011)
★ 5.8/10Also comedy and drama
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.
9
Wild Oats (2016)
★ 6.1/10Also comedy and drama
Everything changes for Eva when she receives an insurance settlement check accidentally made out for $5,000,000 instead of the expected $50,000. She and her best friend take the money and head out for the adventure of…
10
A Dog Year (2009)
★ 6.1/10Also comedy and drama
Jon Katz is close to burnout. He's a writer with writer's block; his wife has left for her sister's because he's emotionally distant; he rarely answers his phone. A kennel sends him a border collie that's undisciplined…
11
Thunderstruck (2012)
★ 6.2/10Also comedy
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
12
Ping Pong Playa (2008)
★ 5.8/10Also comedy and drama
Streetwise swaggering Christopher "C-Dub" Wang is a suburban guy who waxes political on all things Asian American and clings to pro basketball pipe dreams. But when misfortune strikes his family, C-dub must overcome…
13
The Parts You Lose (2019)
★ 6.7/10Also drama
An unlikely friendship unfolds between a young deaf boy, Wesley, and a fugitive criminal who takes refuge in an abandoned barn on the family’s rural North Dakota farm.
14
Better Living Through Chemistry (2014)
★ 5.9/10Also drama and comedy
A straight-laced pharmacist's uneventful life spirals out of control when he starts an affair with a trophy wife customer who takes him on a joyride involving sex, drugs and possibly murder.
15
Hostile Takeover (2025)
★ 6.9/10Also comedy
Follows Pete, a professional hitman, as he faces a group of assassins after the boss of a crime syndicate suspects disloyalty due to his attendance at Workaholics Anonymous meetings.
16
The Dream Team (1989)
★ 6.1/10Also comedy
Four mental patients on a field trip in New York City must save their caring chaperone, who ends up being taken to a hospital in a coma after accidentally witnessing a murder, before the killers can find him and finish…
17
The Trip to Italy (2014)
★ 6.3/10Also comedy and drama
Years after their successful restaurant review tour of Northern England, Steve Coogan and Rob Brydon are commissioned for a new tour in Italy.
18
Carnage (2011)
★ 7.2/10Also comedy and drama
Two pairs of parents hold a cordial meeting after their sons are involved in a fight, though as their time together progresses, increasingly childish behavior throws the discussion into chaos.
19
The Paper Tigers (2020)
★ 6.7/10Also comedy
Three middle aged men polish their martial arts skills to avenge their fallen master.
20
My Mother's Wedding (2025)
★ 6.1/10Also comedy and drama
Three sisters return to their home for the third wedding of their twice-widowed mother. But the mother and daughters are forced to revisit the past and confront the future, with help from a colorful group of unexpected…