69 Must-Watch Romantic Comedy Movies to Make You Smile

Trainwreck is a 2015 romantic comedy directed by Judd Apatow and written by Amy Schumer, who also stars in the film. The story follows Amy Townsend, a commitment-phobic career woman portrayed by Schumer, navigating her fears of monogamy and eventually finding love in an unexpected match, sports doctor Aaron Conners, played by Bill Hader. This film offers a refreshing and hilarious take on modern relationships, enriched by Schumers sharp wit and authentic performance. The movies unique blend of heartfelt moments and laugh-out-loud humor, coupled with cameos by John Cena and LeBron James, makes it a standout. With Amy Schumers real-life experiences shaping her character, Trainwreck provides more than just entertainment; it delivers genuine insights into commitment and personal growth. For those seeking a comedy that combines depth with hilarity, Trainwreck is a must-watch.

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Why You Should Watch Murder Mystery Murder Mystery, directed by Kyle Newacheck and starring Adam Sandler and Jennifer Aniston, is a delightful blend of comedy and suspense that keeps viewers on the edge of their seats. This 2019 film uniquely fuses classic murder mystery elements with lighthearted, comedic moments, making it an engaging watch for a wide audience. Adam Sandler and Jennifer Aniston's charming chemistry and witty banter breathe life into their characters, a New York cop and his adventurous wife, ensnared in a thrilling whodunit aboard a billionaire's yacht. The ace cast, including Luke Evans, Gemma Arterton, and Terry Crews, add layers of intrigue and humor, enhancing the film’s appeal. Whether you're a fan of crime thrillers, comedy, or simply enjoy a good mystery with unexpected twists and turns, Murder Mystery offers an entertaining experience that's perfect for a cozy movie night.

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Knocked Up (2007), directed by Judd Apatow, blends humor and heart in a tale of an unexpected pregnancy stemming from a one-night stand. The film follows Ben Stone, a carefree slacker, and Alison Scott, a successful TV reporter, as they navigate the challenges of impending parenthood and an unlikely relationship. Featuring memorable performances from Seth Rogen and Katherine Heigl, Knocked Up excels with witty, improvisational comedy and genuine emotional moments. The ensemble, including Paul Rudd and Leslie Mann, adds depth and hilarity. Interesting trivia, like the involvement of Apatows children and playful behind-the-scenes details, enrich the viewing experience. With a captivating soundtrack and laugh-out-loud quotes, Knocked Up is an irresistibly engaging watch that beautifully balances romance and comedy. Its a must-see for those who enjoy a heartfelt story sprinkled with lifes unpredictable adventures.

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Theres Something About Mary, released in 1998 and directed by Peter and Bobby Farrelly, is a timeless romantic comedy that has enchanted audiences with its unique blend of humor and charm. The film stars Ben Stiller as Ted Stroehmann, a lovable but awkward protagonist trying to reconnect with his high school crush Mary Jensen, played by Cameron Diaz. Marys captivating persona, combined with the comic chaos of Teds attempts, delivers a storyline filled with hilarious and heartwarming moments. The standout cast, including Matt Dillon and Chris Elliott, add layers of comedic brilliance, creating characters that are both relatable and memorable. Notably, the film is renowned for iconic scenes like the infamous hair gel moment, which has become a staple of 90s pop culture. With nominations for two Golden Globe Awards and exceptional performances, especially by Diaz, this film remains a must-watch for its perfect balance of romance and humor, making it one of the most celebrated comedies of all time.

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My Big Fat Greek Wedding (2002) is a must-watch romantic comedy that offers a heartwarming blend of love, humor, and cultural insights. Centering on Fotoula Toula Portokalos, a Greek American woman who falls for a non-Greek man, the film delves into the comedic yet touching cultural clashes that arise as Toulas traditional family learns to accept her modern relationship. Directed by Joel Zwick and written by Nia Vardalos—who also stars as Toula—the films authenticity is rooted in Vardalos real-life experiences. Despite its modest budget, the movie became a global hit, grossing over $241 million and becoming one of the highest-grossing romantic comedies of all time. The stellar cast, including John Corbett, Lainie Kazan, and Michael Constantine, delivers relatable performances, making it a delightful experience. With memorable quotes and a soundtrack that adds to its charm, this film promises laughter and emotional resonance, making it perfect for a family movie night.

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Labor Pains is a charming and humorous 2009 romantic comedy directed by Lara Shapiro, featuring Lindsay Lohan in a captivating return to a leading role. The story revolves around Thea, a desperate young woman who fakes a pregnancy to keep her job, only to find herself entangled in a web of lies as everyone starts treating her better. Set in vibrant Los Angeles and originally intended for theater release, the film premiered on ABC Family, providing a delightful mix of laughter and heartwarming moments. The film highlights Lohan's adept comedic timing and emotional depth, supported by the charismatic Luke Kirby as her love interest and the hilariously exasperating Chris Parnell as her boss. With a catchy soundtrack by Andrew Hollander and memorable quotes, Labor Pains offers an entertaining escape, blending romance, comedy, and a touch of drama. Perfect for fans looking for a light-hearted yet meaningful narrative, this movie promises to entertain and charm.

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Whats Your Number? (2011), directed by Mark Mylod, is a delightful romantic comedy that brings humor and heart to the screen. Based on Karyn Bosnaks novel 20 Times a Lady, the movie tells the story of Ally Darling, brilliantly portrayed by Anna Faris, as she embarks on a hilarious and heartfelt journey to reconnect with her 20 exes, fearing she has missed out on finding Mr. Right. Chris Evans shines as Colin Shea, Allys charismatic neighbor who aids her quest and offers unexpected romantic chemistry. Filmed in scenic Boston, this film combines witty screenplay with engaging performances by a star-studded cast including Joel McHale and Chris Pratt. The soundtrack, featuring hits like Bizarre Love Triangle, adds charm to this quirky narrative. Perfect for fans of feel-good stories, What's Your Number? offers laugh-out-loud moments, relatable insights, and a refreshing reminder that love often comes when least expected.

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Just Wright, directed by Sanaa Hamri, is a must-watch 2010 romantic comedy that explores the heartwarming journey of Leslie Wright, a devoted physical therapist who navigates love and friendship while helping NBA star Scott McKnight recover from a severe injury. With Queen Latifah bringing irresistible charm and wit to her role as Leslie, and Common delivering a compelling performance as the determined athlete, the chemistry between the leads is captivating. Set against the backdrop of various New Jersey and New York locations, the high-quality production stands out, thanks to the efforts of a dedicated cast and crew. This film is unique in its focus, featuring a strong woman of color in the lead role and showcasing meaningful cameos by real-life NBA players. The touching narrative, memorable quotes, and an excellent soundtrack, including tracks by Queen Latifah, make Just Wright a delightful and inspiring watch for anyone looking for an uplifting love story.

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Sleepless in Seattle, released in 1993 under the direction of Nora Ephron, delivers a timeless romantic comedy-drama that remains beloved today. This heartwarming tale follows Sam Baldwin (Tom Hanks), a grieving widower whose life takes an unexpected turn when his young son calls into a radio show, sparking interest from women across the nation, including journalist Annie Reed (Meg Ryan). The script, crafted by Ephron along with David S. Ward and Jeff Arch, deftly weaves themes of love, loss, and serendipity. Notably, the film is enriched by a soulful score from Marc Shaiman and standout performances from its cast. Trivia buffs will appreciate insights like the inspiration behind the film's title and the surprising scarcity of shared screen time between Hanks and Ryan. With its endearing storyline and memorable quotes, Sleepless in Seattle is a beautifully crafted cinematic experience that evokes both laughter and tears, making it a must-watch for any romantic at heart.

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Definitely, Maybe (2008) is a romantic comedy-drama film deftly blending humor, romance, and heartache. Directed by Adam Brooks, it stars Ryan Reynolds as Will Hayes, a father navigating a divorce while sharing his romantic history with his daughter, Maya (Abigail Breslin). The film takes viewers on a captivating journey through New York Citys unique ambiance, as Maya attempts to guess which of the three women from Wills past—portrayed by Isla Fisher, Rachel Weisz, and Elizabeth Banks—eventually became her mother. The charming performances by the cast, particularly Reynolds' effortless balance of humor and emotion, make the narrative deeply engaging. Abigail Breslin's portrayal of the curious and vivacious Maya adds a heartwarming touch. The film's witty dialogue, intriguing plot twists, and a memorable soundtrack featuring artists like Sly & The Family Stone and Belle & Sebastian ensure a delightful viewing experience. Definitely, Maybe is perfect for those who appreciate heartfelt stories and clever romantic mysteries.

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Palm Springs is a refreshing romantic comedy that stands out with its inventive twist of combining science fiction elements. The captivating plot follows Nyles and Sarah, strangers who meet at a wedding and become trapped in a time loop, reliving the same day repeatedly. Their journey of self-discovery, healing personal issues, and comedic escapades through the perpetual loop offers both laughs and heartfelt moments. Directed by Max Barbakow with a screenplay by Andy Siara, the film is produced by Party Over Here, The Lonely Island, and Culmination Productions, skillfully blending romance, comedy, and sci-fi. Andy Samberg, Cristin Milioti, and J.K. Simmons deliver stellar performances, bringing depth and humor to their characters. Recognized at the Sundance Film Festival and winner of the Golden Globe for Best Motion Picture - Musical or Comedy, Palm Springs is a must-watch for its originality, engaging storyline, and memorable quotes. The soundtrack featuring The Great Beyond and other great tracks adds to the overall appeal. Dive into this surreal, comedic, and touching film for an unforgettable experience.

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The Hating Game is a must-watch romantic comedy that offers an engaging blend of humor, romance, and workplace rivalry. Directed by Peter Hutchings and based on Sally Thornes best-selling novel, the film stars Lucy Hale and Austin Stowell, who deliver captivating performances as Lucy and Josh, two corporate executives locked in a fierce battle of wits and ambition. As their professional rivalry evolves into a complicated unspoken attraction, viewers are treated to a delightful journey of unexpected love and witty banter. Set against the authentic backdrop of New York City's corporate world, the film captures the essence of competitive spirit intertwined with romance. The catchy soundtrack by Tom Howe and standout performances make The Hating Game a perfect pick for fans looking for a charming and entertaining love story.

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A Nice Girl Like You (2020), directed by the Riedell Brothers, presents a heartwarming romantic comedy journey inspired by the true story from Ayn Carrillo-Gaileys memoir Pornology. Lucy Hale stars as Lucy Neal, a lovable yet repressed violinist, embarking on a daring to-do list following her ex-boyfriends critique, leading her to unexpected self-discovery, friendship, and romance. The charming ensemble, including Leonidas Gulaptis as her new love interest and Mindy Cohn as a supportive friend, brings vibrancy and humor. Filmed in Yonkers, New York, the movie is underscored by uplifting tracks, such as Brand New by Ben Rector, enhancing its feel-good, transformative journey. With its relatable premise and delightful performances, A Nice Girl Like You delivers a refreshing narrative on embracing growth and adventure.

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It Had to Be You is a captivating 2016 romantic comedy-drama directed by Sasha Gordon that offers a fresh take on love and life decisions. The film centers around Sonia, a jingle writer who faces an unexpected proposal from her easy-going boyfriend, Chris. As Sonia grapples with the choice between settling down and chasing her dreams, viewers are treated to a witty and heartfelt exploration of female fantasies versus societal expectations. Cristin Milioti shines as Sonia, delivering a nuanced performance that brings her character's neurotic charm to life. Dan Soder adds a feel-good factor as the lovable Chris, while Halley Feiffer provides energetic support as Noreen. With a soundtrack composed by Gordon herself, the film's music perfectly complements its themes. A genuine and modern rom-com, It Had to Be You is a must-watch for its humor, relatability, and its authentic portrayal of the complexities of true love.

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I Give It a Year is a delightful romantic comedy-drama that offers a fresh and humorous take on the complexities of marriage. Directed by Dan Mazer, known for his work on Borat and Brüno, the film features engaging performances from stars like Rose Byrne, Rafe Spall, Anna Faris, and Simon Baker. The story follows newlyweds Josh and Nat as they navigate the ups and downs of their first year together, leading to a hilarious series of misunderstandings and awkward situations. Audiences will enjoy the witty dialogue, relatable characters, and heartwarming moments that explore the realities of love and relationships. Whether it's Nat's struggle to make her marriage work or Josh's attempts to keep the spark alive, the film offers plenty of laughs and touching scenes. The impressive cast chemistry and memorable quotes make it a must-watch for anyone who appreciates a good romantic comedy with depth and charm.

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Hello, Dolly! is a delightful 1969 American romantic comedy musical film thats a must-watch for its exuberant charm and timeless appeal. Directed by the legendary Gene Kelly, this cinematic adaptation of the Broadway hit captures the colorful world of matchmaker Dolly Levi, played with impeccable wit and vocal brilliance by Barbra Streisand. The film pairs her with Walter Matthau, whose portrayal of the grumpy Horace Vandergelder provides a comedic contrast that sparks engaging chemistry and adds a layer of depth to the narrative. With Michael Crawfords earnest performance and dazzling musical numbers like Hello, Dolly! and Put on Your Sunday Clothes, the film bubbles with vibrant choreography and stunning CinemaScope visuals. Despite its initial box office stumble, Hello, Dolly! has garnered a cult following, celebrated for its memorable performances and uplifting score, making it a joyous experience for fans of classic musicals.

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They All Laughed is a hidden gem from 1981 that masterfully combines humor, drama, and romance under the direction of Peter Bogdanovich. This romantic comedy explores the lives of private detectives who become personally entangled with the women theyre meant to surveil, offering a heartfelt and funny look at love and friendship amidst lifes challenges. Featuring memorable performances by John Ritter and Dorothy Stratten, whose final role is poignantly honored, the film is an ode to complex human emotions. The production faced obstacles, including the tragic loss of Stratten, but Bogdanovich’s unique storytelling and his incorporation of timeless music by Frank Sinatra and Ella Fitzgerald make the film a delightful cinematic experience. Though it did not win awards, the rich performances and emotional depth have garnered esteemed praise. Watch They All Laughed for its charming narrative, its celebration of old Hollywood, and its beautifully poignant portrayal of human connections.

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Mubarakan, a 2017 Bollywood romantic comedy directed by Anees Bazmee, showcases a delightful blend of humor, romance, and family dynamics. The film follows the chaotic lives of twin brothers, Charan and Karan, portrayed by the versatile Arjun Kapoor, who navigate love and confusion when brought together for a wedding. The charismatic Anil Kapoor adds depth as their uncle Kartar Singh, enhancing the films appeal. Shot in the vibrant locales of London and Chandigarh, Mubarakan boasts a lively soundtrack with chartbusters like Hawa Hawa and Jatt Jaguar. The ensemble cast, including Ileana D'Cruz and Athiya Shetty, deliver engaging performances that keep the audience entertained. Despite not winning major awards, Mubarakan is appreciated for its entertaining storyline and the chemistry between characters. This film is a must-watch for those seeking a light-hearted family entertainer that captures the essence of Bollywood's romance and comedic flair.

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Palm Springs (2020) delivers a fresh and quirky twist on the classic time-loop concept through a science fiction romantic comedy lens. Directed by Max Barbakow and starring Andy Samberg and Cristin Milioti, this film masterfully balances humor and existential musings. The compelling narrative, set against the picturesque backdrop of Palm Springs, brings together two characters stuck reliving the same day, discovering not just romance but deeper personal truths. With standout performances, particularly from J.K. Simmons, and a witty script written by Andy Siara, the film showcases sharp, engaging dialogue. It's a critical darling, breaking records at the Sundance Film Festival with its high-profile acquisition by Neon and Hulu. Packed with memorable quotes, an evocative soundtrack by Matthew Compton, and numerous awards including Best Comedy at the Critics' Choice Awards, Palm Springs is a must-watch for its originality, humor, and heartfelt moments. Dive into this charming and thought-provoking movie for a uniquely delightful experience.

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Loving Jezebel (2000) is a romantic comedy-drama that offers a heartfelt and humorous take on the complexities of love. Starring Hill Harper as Theodorus Melville, the film follows his charming yet futile pursuits of women already spoken for, creating a quirky narrative full of relatable and endearing moments. Under the direction of Kwyn Bader, the film humorously explores love triangles and unrequited affection, while featuring outstanding performances from a talented cast, including Nicole Ari Parker and Sandra Bernhard. Premiering at the prestigious Sundance Film Festival, Loving Jezebel was well-received for its unique blend of comedy and drama. The atmospheric score and memorable songs like Lifetime further enrich the movie, making it a must-watch for anyone looking for a refreshing and timeless take on romantic escapades.

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Some Kind of Beautiful, released in 2015 and directed by Tom Vaughan, offers an engaging romantic comedy featuring the intricacies of love and relationships. Set against picturesque backdrops of Los Angeles and Cambridge, the film stars Pierce Brosnan as Richard Haig, a Cambridge professor who finds himself entangled in a love triangle with Olivia (Salma Hayek), a young American student, and Kate (Jessica Alba), his past love. Brosnans charm and emotional depth, coupled with Hayek and Albas riveting performances, bring the storyline to life. Adding to its allure, the films soundtrack and thought-provoking quotes deliver a mesmerizing experience. Whether you seek drama, humor, or heartfelt moments, Some Kind of Beautiful presents it all, making it an unmissable cinematic journey through loves unpredictable paths.

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Sleeping with Other People (2015), directed by Leslye Headland, explores the intricate and often challenging dynamics of platonic friendships. Lainey (Alison Brie) and Jake (Jason Sudeikis), who reconnect twelve years after a college hookup, navigate their intense sexual attraction while striving to maintain a platonic relationship. The film boasts sharp writing, engaging chemistry between Brie and Sudeikis, and deeply relatable characters, making it a standout rom-com. Shot in just 24 days primarily in New York City, the attention to detail in set design and character development enhances the viewing experience. While it didnt garner significant awards, the films honest portrayal of modern relationships and comedic yet heartfelt moments make it a must-watch. Fans of character-driven narratives and witty dialogue will particularly appreciate the films unique blend of humor and emotional depth.

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Never Been Kissed (1999) is a romantic comedy that promises both laughter and heartfelt moments. Starring Drew Barrymore as the lovable and awkward Josie Geller, the film explores themes of personal growth, resilience, and rediscovery. Undercover in high school, Josie navigates adolescent challenges, fostering a narrative filled with humor and relatable experiences. Directed by Raja Gosnell and featuring powerful performances from David Arquette and Michael Vartan, the film offers an engaging mix of romance and comedy. Filmed in iconic locations including Chicago and Los Angeles, it brings an authentic high school vibe. Memorable quotes and a nostalgic soundtrack with tracks like Catch a Falling Star and At My Most Beautiful enhance the movie's charm. For anyone who enjoys a feel-good story about second chances and finding love, Never Been Kissed is a must-watch.

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Over Her Dead Body is a delightful romantic comedy that offers more than just laughs. Released in 2008 and featuring a stellar cast including Eva Longoria, Paul Rudd, and Lake Bell, the film cleverly blends romance, comedy, and supernatural elements to create an engaging story. It follows the tale of a ghostly bride, Kate, who, after dying on her wedding day, cant bear the thought of her ex-fiance moving on and haunts his new relationship. Directed by Jeff Lowell and produced by Gold Circle Films, the film's mix of lighthearted humor and poignant moments make it a unique viewing experience. With memorable performances, especially from Longoria as the fabulously jealous ghost, and Rudd's charming portrayal of a grieving fiancé, this movie strikes a perfect balance. If you're in the mood for laughter, love, and a touch of the supernatural, Over Her Dead Body is a must-watch.

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As You Like It (2007), directed by Kenneth Branagh, captivates audiences by transposing William Shakespeares classic play to 19th-century Japan. This artistic choice offers a visually stunning backdrop, enriching the timeless tale of romance and self-discovery. With stellar performances, Bryce Dallas Howard enchants as the witty and charming Rosalind, while David Oyelowos Orlando exudes both nobility and vulnerability. The cast, including Kevin Kline and Romola Garai, adds depth to Shakespeares iconic characters. Branaghs fifth Shakespearean adaptation maintains the playwrights original language, enhancing its authenticity. The film blends mesmerizing visuals, powerful acting, and Shakespearean dialogue, making it a must-watch for lovers of classic literature and innovative cinema. The enchanting setting, combined with compelling storytelling, provides a fresh yet faithful retelling, inviting both Shakespeare enthusiasts and newcomers to experience the magic of the Bards work anew.

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Brown Sugar, directed by Rick Famuyiwa and produced by Magic Johnson, is a heartwarming romantic comedy drama that delves into the intertwined lives of Sidney (Sanaa Lathan) and Dre (Taye Diggs). Their deep-rooted friendship, bonded through a shared passion for Hip-Hop, evolves into an intricate love story that resonates with authenticity and soul. Set against the vibrant backdrop of New Yorks urban lifestyle, the film features compelling performances, particularly by Mos Def as an aspiring hip-hop artist. Peppered with memorable quotes and an infectious soundtrack, Brown Sugar is a tribute to Hip-Hop and its cultural impact. The films exploration of love, career struggles, and personal growth, coupled with its nostalgic yet timeless appeal, makes it a must-watch for fans of romantic comedies and Hip-Hop aficionados alike.

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