Movies Like The Dilemma

If you liked The Dilemma (2011), a comedy and drama movie directed by Ron Howard, 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
Who's Afraid of Virginia Woolf? (1966)
★ 7.7/10Also drama
A history professor and his wife entertain a young couple who are new to the university's faculty. As the drinks flow, secrets come to light, and the middle-aged couple unload onto their guests the full force of the…
2
Out of Time (2003)
★ 6.4/10Also drama
Matt Lee Whitlock, respected chief of police in small Banyan Key, Florida, must solve a vicious double homicide before he himself falls under suspicion. Matt Lee has to stay a few steps ahead of his own police force…
3
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.
4
Creed III (2023)
★ 7.1/10Also drama
After dominating the boxing world, Adonis Creed has thrived in his career and family life. When a childhood friend and former boxing prodigy, Damian Anderson, resurfaces after serving a long sentence in prison, he is…
5
The Upside of Anger (2005)
★ 6.3/10Also comedy and drama
After her husband runs off with his secretary, Terry Wolfmeyer is left to fend for herself -- and her four daughters. As she hits rock bottom, Terry finds a friend and drinking buddy in next-door neighbor Denny, a…
6
Blue Jasmine (2013)
★ 7/10Also drama
After experiencing a traumatic misfortune, Jasmine French, a wealthy woman from New York, moves to San Francisco to live with her foster sister Ginger and the firm purpose of getting a new life, but she will be haunted…
7
Switching Channels (1988)
★ 6.1/10Also comedy
A television news chief courts his anchorwoman ex-wife with an eleventh-hour story.
8
Bachelor Party (1984)
★ 6.3/10Also comedy
On the eve of his wedding to his longtime girlfriend, unassuming nice guy Rick is dragged out for a night of debauchery by his friends.
9
The Sting (1973)
★ 8/10Also comedy and drama
A novice con man teams up with an acknowledged master to avenge the murder of a mutual friend by pulling off the ultimate big con and swindling a fortune from a big-time mobster.
10
The Gift (2015)
★ 6.7/10Also drama
Simon and Robyn are a young married couple whose life is going as planned until a chance run-in with Simon's high school acquaintance sends their world into a tailspin.
11
Please Give (2010)
★ 6.2/10Also comedy and drama
In New York City, a husband and wife butt heads with the granddaughters of the elderly woman who lives in the apartment the couple owns.
12
The Front Page (1974)
★ 7.3/10Also comedy
Ruthless Chicago newspaper editor Walter Burns resorts to dubious motives in order to get top reporter Hildy Johnson to cover one more big crime story before retirement.
13
Antitrust (2001)
★ 6/10Also drama
A computer programmer's dream job at a hot Portland-based firm turns nightmarish when he discovers his boss has a secret and ruthless means of dispatching anti-trust problems.
14
Woman Times Seven (1967)
★ 6.3/10Also comedy and drama
Seven mini-stories of adultery: a widow misbehaves at her husband's funeral, a wife turns to streetwalking for revenge, a prudish girl surprises, a neglected wife vies for her husband's attention, a fight over a dress…
15
Keeping Mum (2005)
★ 6.7/10Also comedy
A pastor preoccupied with writing the perfect sermon fails to realize that his wife is having an affair and his children are up to no good.
16
Chicago (2002)
★ 7.1/10Also comedy and drama
Murderesses Velma Kelly and Roxie Hart find themselves on death row together and fight for the fame that will keep them from the gallows in 1920s Chicago.
17
Rush Hour 2 (2001)
★ 6.8/10Also comedy
It's vacation time for Carter as he finds himself alongside Lee in Hong Kong wishing for more excitement. While Carter wants to party and meet the ladies, Lee is out to track down a Triad gang lord who may be…
18
City Island (2009)
★ 6.9/10Also drama and comedy
The Rizzos, a family who doesn't share their habits, aspirations, and careers with one another, find their delicate web of lies disturbed by the arrival of a young ex-con brought home by Vince, the patriarch of the…
19
Logan Lucky (2017)
★ 6.7/10Also comedy
Trying to reverse a family curse, brothers Jimmy and Clyde Logan set out to execute an elaborate robbery during the legendary Coca-Cola 600 race at the Charlotte Motor Speedway.
20
Catch Me If You Can (2002)
★ 8/10Also drama
A true story about Frank Abagnale Jr. who, before his 19th birthday, successfully conned millions of dollars worth of checks as a Pan Am pilot, doctor, and legal prosecutor. An FBI agent makes it his mission to put him…