20 movies like How to Be Single, ordered by similarity : About Last Night(2014), The Sun Is Also a Star(2019), The Sheltering Sky(1990), Orbiter 9(2016), Her(2013), Never Again(2001), Isn't It Romantic(2019), Last Call at Murray's(2016), Carol(2015), Love Locks(2017), Southside With You(2016), It Had to Be You(2015) ...
Romance
USA
2016
110 Minutes
Dakota Johnson Rebel Wilson Alison Brie Leslie Mann Damon Wayans Jr. Anders Holm Nicholas Braun Jake Lacy Jason Mantzoukas Colin Jost
young woman paralegal co-worker guide young man older woman charming cheeky engaging new york city office bar club spa apartment single life new york city one-night stand dating relationships
A group of young adults navigate love and relationships in New York City.
Romance, Drama
USA
2014
100 Minutes
Kevin Hart Michael Ealy Regina Hall Joy Bryant Christopher McDonald Adam Rodriguez Joe Lo Truglio Paula Patton Catherine Shu David Greenman Bryan Callen
friend man businesswoman best friend woman athlete amusing charming cheeky bedroom bar restaurant stadium apartment office relationships dating friendship male bonding casual sex
Follow two couples as they journey from the bar to the bedroom and are eventually put to the test in the real world.
Drama, Romance
USA
2019
100 Minutes
Yara Shahidi Charles Melton Anais Lee John Alberto Leguizamo Gbenga Akinnagbe Miriam A. Hyman Jordan Williams Jake Choi Keong Sim Cathy Shim Shamika Cotton
college student young man young woman family member friend student amusing charming emotional cool heartwarming tense new york city café subway park office jamaica love immigration
A hopeless romantic ambivalent about his future in medical school falls for a hard-luck young woman who doesn't believe in love.
Romance, Adventure, Drama
UK|Italy
1990
137 Minutes
John Malkovich Debra Winger Campbell Scott Jill Bennett Timothy Spall Eric Vu-An
couple woman man artist friend adventurer engaging emotional charming melodramatic desert sahara sahara desert relationships romance attraction danger happiness lovers love
An American couple travel abroad to revitalize their relationship. But as the trip drags on, their attempt at recovering what they once had seems futile.
Mystery & Thriller, Romance
Spain|Colombia
2016
96 Minutes
Clara Lago Álex González Andrés Parra Belén Rueda Kristina Lilley John Alex Castillo Fernando Campo Sara Deray Patxi Santamaría Luna Baxter
young woman young man technician space traveler spaceship love interest suspenseful thrilling engaging emotional creative creepy outer space space communication science fiction danger attraction relationships suspicion
A girl discovers that the reality of her life isn't as she believes.
Romance, Comedy, Drama
USA
2013
119 Minutes
Joaquin Phoenix Amy Adams Rooney Mara Chris Pratt Olivia Wilde Matt Letscher Kristen Wiig Spike Jonze Portia Doubleday
man writer amusing charming heartwarming home office city computer world apartment love friendship male/female relationship loneliness discovery escape love 2010s
In a near future, a lonely writer develops an unlikely relationship with an operating system designed to meet his every need.
Romance
USA
2001
90 Minutes
Jeffrey Tambor Jill Clayburgh Michael McKean Caroline Aaron Sandy Duncan Bill Duke
man woman transvestite best friend love interest exterminator charming passionate emotional gay bar new york city household romance middle age sex relationships self-discovery love growing up discovery
Two people who have pledged never to fall in love again then discover each other in a gay bar.
Romance, Fantasy
USA
2019
88 Minutes
Rebel Wilson Liam Hemsworth Adam Devine Priyanka Chopra Betty Gilpin Brandon Scott Jones Jennifer Saunders Alexandra Kis Big Jay Oakerson Rao Rampilla Marcus Choi
architect mugger love interest doctor friend co-worker amusing hilarious offbeat quirky lighthearted new york city office apartment subway hospital romance comedy alternate reality love
A young woman disenchanted with love mysteriously finds herself trapped inside a romantic comedy.
Romance, Comedy, Drama
USA
2016
105 Minutes
Michael Gross John Savage Paula Jai Parker Jerry Kernion Rachel Alig Eileen Grubba Rachel Gage Lars Slind Shanna Malcolm Andres Perez-Molina Eric Paul Erickson
bar owner man woman soldier cheeky hilarious hedonistic bar blizzard alcohol drinking karaoke storm discovery escape love pursuit rivalry temptation 2010s
Thirty years after they served together in Vietnam, a former Navy Corpsman Larry "Doc" Shepherd re-unites with his old buddies, former Marines Sal Nealon and Reverend Richard Mueller, to bury his son, a young Marine killed in the Iraq War.
Gay & Lesbian, Romance, Drama
UK|USA|Australia
2015
118 Minutes
Cate Blanchett Rooney Mara Sarah Paulson Jake Lacy John Magaro Cory Michael Smith Carrie Brownstein Kevin Crowley Nik Pajic Kyle Chandler
woman love interest divorcée romantic interest lover daughter mother photographer gay/lesbian emotional engaging endearing sad powerful tense united states manhattan new york new york city department store
An aspiring photographer develops an intimate relationship with an older woman in 1950s New York.
Drama, Romance
USA
2017
95 Minutes
Rebecca Romijn Jerry O'Connell Bruce Davison David Julian Hirsh Jocelyn Hudon Benjamin Sutherland
woman man couple mother daughter ex-girlfriend charming engaging endearing emotional lighthearted moving paris big city relationships rekindled romance romance travel misunderstanding regret
There was a time in Mark's life where he thought he had it all. He had money, power but he had never experienced true love. That was until the day that Tonya came back into his life. Will ... See full summary »
Romance, Biography, Drama
USA
2016
81 Minutes
Tika Sumpter Parker Sawyers Vanessa Bell Calloway Jerod Haynes Alex Zelenka Donald Paul Gabrielle Lott-Rogers Jeremy Michael Pereira Deanna Reed-Foster Phillip Edward Van Lear TayLar
couple law student president adviser first lady man woman african-american african-american woman family charming cheeky emotional endearing heartwarming lighthearted chicago city romance first date
Chronicles the 1989 summer afternoon when the future President of the United States, Barack Obama, wooed his future First Lady, Michelle Obama, on a first date across Chicago's South Side.
Romance
USA
2015
85 Minutes
Cristin Milioti Dan Soder Halley Feiffer Kate Simses Erica Sweany Mark Gessner Kyle Mooney Nick Mennell Danny Deferrari Rachel York
writer boyfriend friend co-worker bus driver parent charming cheeky creative new york city temple apartment park bus store love dreams ultimatum hard decisions friendship
Sonia, a neurotic and charming jingle writer, dreams of having an exciting life. The sudden marriage proposal from her boyfriend force Sonia to confront whether she wants to join the ranks of her married friends or pursue her fantasies.
Sci-Fi, Romance, Mystery & Thriller, Adventure
USA|Australia
2016
111 Minutes
Jennifer Lawrence Chris Pratt Michael Sheen Laurence Fishburne Andy Garcia Vince Foster Kara Flowers Conor Brophy Julee Cerda Aurora Perrineau
passenger man woman robot family member friend brooding emotional intense space spaceship dining room star bedroom bar suspended animation attraction danger courage space travel
A malfunction in a sleeping pod on a spacecraft traveling to a distant colony planet wakes one passenger 90 years early.
Romance
USA
2016
90 Minutes
Heather Graham Katherine Moennig Rich Graff Martha Millan Viola Harris John Corbett Gina Gershon Griffin Dunne Scott Michael Foster
woman dead person police officer artist love interest dog cheeky emotional cool new york city apartment morgue bar restaurant street death loss secrets conversation dreams
Mary's life has been defined by a string of temp jobs and a half-hearted attempt to become a writer, but all that changes when she comes home to find her couch potato boyfriend dead in front of the TV set.
Romance
India
2014
119 Minutes
young woman father young man hilarious lighthearted engaging gripping amusing india city town house apartment office professionalism father/daughter relationship love sacrifice quest pursuit
Bewakoofiyaan is a slice-of life comedy when recession strikes and the lack of money tests love. Is living on love and fresh air really possible?
Romance, Comedy, Drama
USA
2013
104 Minutes
Keira Knightley Mark Ruffalo Hailee Steinfeld Adam Levine Catherine Keener James Corden CeeLo Green Yasiin Bey Maddie Corman
woman boyfriend executive singer-songwriter friend groupie charming cool creative new york city apartment recording studio concert stage club central park fame friendship music passion travel
A chance encounter between a down-and-out music-business executive and a young singer-songwriter, new to Manhattan, turns into a promising collaboration between the two talents.
Romance
2019
102 Minutes
Taja V. Simpson Blue Kimble Robert Christopher Riley Laila Odom Jean Robert Angel Love Frank Adkinson LaToya Ward
woman man ex-boyfriend charming engaging united states online dating romance rekindled romance relationships love 21st century
My Online Valentine follows, Cozette "Cozi" Newton (Taja V. Simpson) and Blaze Maddox (Blue Kimble) who find romance through an online dating site, blazedates.com. But, just as Cozi decides... See full summary »
Romance
USA|France|China|UK|Japan
2016
122 Minutes
Renée Zellweger Colin Firth Patrick Dempsey Emma Thompson Shirley Henderson Jim Broadbent Celia Imrie James Callis Sarah Solemani Gemma Jones Sally Phillips
pregnant woman ex-boyfriend love interest boss co-worker mother charming cheeky amusing london television studio office park doctor's office bathroom breakup pregnancy confusion secrets love
Forty-something and single again, Bridget decides to focus on her job and surround herself with friends. In a twist, she finds herself pregnant, but with one hitch - she can only be fifty percent sure of the identity of her baby's father.
Romance
USA
2016
90 Minutes
Johnny Simmons Maria Bello Brittany Snow Jane Lynch J.K. Simmons Kumail Nanjiani Beck Bennett Paul Wesley
man co-worker neighbor mother father boss cheeky amusing cool apartment auditorium office basketball court operating room bedroom puberty frustrated desire lust learning experience work
The story of an adult male who, after the successful removal of a benign tumor resting against his pituitary gland, experiences all the changes and effects of puberty over a three-week period.
Romance
USA
1990
97 Minutes
Tom Berenger Elizabeth Perkins Anne Archer Ted Levine Annette O'Toole Kate Capshaw Ann Magnuson Barry Miller Kevin J. O'Connor Neil Young
private investigator client boyfriend woman wife man witty quirky lighthearted melodramatic pacific northwest airport office city mistaken identity bigamy double life infidelity police work ineptitude
Vampish miss Dolan hires hardboiled P.I. Harry Dobbs to tail her shady boyfriend. Harry realizes that the man leads a double life but then his client disappears. Harry teams up with his own tail, P.I. Stella Wynkowski, to clear things up.