Movies Like The Dilemma (2011)

The Dilemma is a 2011 comedy, drama film from Ron Howard with a MovieMagicScore of 5.3/10. Here are 20 similar films, ranked by real viewer ratings — starting with Match Point and Lorna.

Comedy Drama

Match Point

2005

Chris, a former tennis pro, takes a job as an instructor and befriends his wealthy young student, Tom. After being introduced to his family, Chris is soon engaged to Tom's sister, Chloe. Despite the professional and financial advantages that this relationship affords him, Chris becomes obsessed with Tom's fiancee, American actress Nola.

7.4

MagicScore

Lorna

1964

Lorna and Jim have been married for a year but Lorna remains sexually unsatisfied. While he's at work, she is raped by an escaped convict, then becomes lustfully involved with him.

5.6

MagicScore

The One I Love

2014

Ethan and Sophie are a married couple on the brink of separation when, at the urging of their therapist, they decide to salvage their relationship by escaping to a beautiful vacation house for the weekend.

6.9

MagicScore

My Best Friend's Girl

2008

Lovestruck Dustin is dating Alexis, his ideal girlfriend, but when she dumps him for coming on too strong, Dustin takes drastic measures to win her back. He asks his best friend Tank to take her on the worst rebound date imaginable - his side job - so that she will come running back to him, and Tank reluctantly agrees. However, Alexis is more than a match for Tank's shock tactics and he begins to really fall for her, leaving him torn between loyalty to Dustin and his growing attraction toward Alexis.

5.6

MagicScore

The Groomsmen

2006

Blue-collar Paulie prepares for fatherhood and his forthcoming wedding to Sue by hanging out with his groomsmen. Brother Jimbo, cousin Mike, and his pals fill the reunion with drinking, boys-will-be-boys antics and a few unexpected personal confessions. But, when the bonding devolves into accusations and regret, Paulie has to decide whether he's ready to tie the knot and take this big step into adulthood.

5.2

MagicScore

When the Bough Breaks

2016

A surrogate mother harbors a deadly secret desire for a family of her own with the husband who is expecting to raise her child.

5.8

MagicScore

Why Did I Get Married Too?

2010

Four couples reunite for their annual vacation in order to socialize and to spend time analyzing their marriages. Their intimate week in the Bahamas is disrupted by the arrival of an ex-husband determined to win back his recently remarried wife.

6.5

MagicScore

The Trouble with Jessica

2024

Sarah and Tom are in terrible financial trouble. On the brink of losing everything, they’ve managed to find a buyer for their stylish London home. When their best friends Richard and Beth come round for a final dinner, an uninvited old friend, Jessica, tags along.

6.1

MagicScore

Scott and Sid

2018

From their first encounter as teenagers in high school, Scott and Sid seem unlikely friends. Scott is a shambolic dreamer, intent on carving out his own path in life and holding up a metaphorical middle finger to anyone who tries to stop him. He is a quintessential troubled teen: on his fifth high school by the age of fifteen, alienated from his peers, crippled by recurring nightmares and disliked by his own foster parents. Sid, on the other hand, wants nothing more than to be liked. An unconfident, awkward recluse through circumstance, Sid's impoverished and dysfunctional background leave him no time for friends and no money for hobbies.

6.4

MagicScore

#10

Bed and Board

1970

Parisian everyman Antoine Doinel has married his sweetheart Christine Darbon, and the newlyweds have set up a cozy domestic life of selling flowers and giving violin lessons while Antoine fitfully works on his long-gestating novel. As Christine becomes pregnant with the couple's first child, Antoine finds himself enraptured with a young Japanese beauty. The complications change the course of their relationship forever.

7.1

MagicScore

#11

The Lovebirds

2020

A couple experiences a defining moment in their relationship when they are unintentionally embroiled in a murder mystery. As their journey to clear their names takes them from one extreme – and hilarious - circumstance to the next, they must figure out how they, and their relationship, can survive the night.

6.1

MagicScore

#12

Pardon Mon Affaire

1976

On an otherwise normal day, Étienne, a happily married man and a good father, sees something that stops him dead in his tracks: a gorgeous woman in a billowing red dress. Long after she has left his vision, her memory continues to haunt his mind. He falls instantly in love with her and tries everything to get to know her better. Helping Étienne snare his elusive lady in red are his three bumbling buddies, which all have secret affairs and/or cheat on their wives.

7.0

MagicScore

#13

Take This Waltz

2011

Twenty-eight-year-old Margot is happily married to Lou, a good-natured cookbook author. But when Margot meets Daniel, a handsome artist who lives across the street, their mutual attraction is undeniable.

6.4

MagicScore

#14

The Vicious Kind

2009

A man tries to warn his brother away from the new girlfriend he brings home during Thanksgiving, but ends up becoming infatuated with her in the process.

6.2

MagicScore

#15

Block Pass

2025

Friendship and rebellion - but how will a secret play out in the masculine world of motocross? Willy and Jojo are best friends. They share a passion for motocross - whereas Willy uses it to honour his deceased father, it is only by excelling in the sport that Jojo’s father will notice him. Also the masculine world or racing is perfectly suited to suppress their own insecurities. Yet when Willy one fateful night discovers the hidden love life of Jojo, he will be forced to take sides in the wave of homophobia that follows.

6.9

MagicScore

#16

Notes on a Scandal

2006

A veteran high school teacher befriends a younger art teacher, who is having an affair with one of her 15-year-old students. However, her intentions with this new "friend" also go well beyond platonic friendship.

7.1

MagicScore

#17

Country Strong

2010

Soon after the rising young singer-songwriter Beau Williams gets involved with a fallen, emotionally unstable country star Kelly Canter, the pair embark on a career resurrection tour helmed by her husband/manager James and featuring a beauty queen-turned-singer Chiles Stanton. Between concerts, romantic entanglements and old demons threaten to derail them all.

6.1

MagicScore

#18

Savage Grace

2007

This examination of a famous scandal from the 1970s explores the relationship between Barbara Baekeland and her only son, Antony. Barbara, a lonely social climber unhappily married to the wealthy but remote plastics heir Brooks Baekeland, dotes on Antony, who is homosexual. As Barbara tries to "cure" Antony of his sexuality -- sometimes by seducing him herself -- the groundwork is laid for a murderous tragedy.

5.6

MagicScore

#19

The Oh in Ohio

2006

Frustrated with their relationship, Priscilla and Jack decide to take a break. While Jack moves into a new place of his own and starts dating a student, Priscilla discovers the joys of self-pleasuring and finds an unusual bedmate.

5.2

MagicScore

#20

Zandalee

1991

Bored with her marriage to burnt out poet turned corporate executive Thierry, Zandalee falls prey to an old friend of her husband, the manipulative and egotistical Johnny and becomes enmeshed in a sensual, passionate and destructive affair.

4.3

MagicScore

Frequently asked

What are the best movies like The Dilemma?

The top films similar to The Dilemma by MovieMagicScore are Match Point (7.4), Lorna (5.6), The One I Love (6.9). Each shares comedy/drama themes and is ranked by real viewer ratings, not critics or studios.

Is The Dilemma worth watching?

The Dilemma holds a MovieMagicScore of 5.3/10 from 887 viewer ratings.

What kind of movie is The Dilemma?

The Dilemma (2011) is a comedy, drama film directed by Ron Howard, starring Vince Vaughn, Kevin James, Winona Ryder.

Where can I find more recommendations like The Dilemma?

Browse the full ranked list above, or explore more comedy recommendations on MovieMagicScore, where every list is ordered by genuine viewer ratings.

Keep exploring

Movies like Match Point Movies like Lorna Movies like The One I Love Movies like My Best Friend's Girl Movies like The Groomsmen Movies like When the Bough Breaks

About movies like The Dilemma

This ranked list pairs The Dilemma (2011), a comedy and drama film from Ron Howard, with similar titles by genre, theme and cast overlap (fans of Vince Vaughn take note). Unlike critic-driven sites, every position here is ordered by MovieMagicScore — a rating built only from real viewers, with no studio marketing or paid placement. Scores update as more people rate, so the list stays current.

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