11 Best Movies Like How to Lose a Guy in 10 Days: Romantic Comedies You’ll Love
If you’re a fan of romantic comedies, How to Lose a Guy in 10 Days is a timeless classic that blends humor, romance, and plenty of misadventures. In this film, Kate Hudson and Matthew McConaughey shine as two people who get caught up in a whirlwind of love and chaos after a quirky “relationship experiment” goes hilariously wrong. If you’ve enjoyed the charm of How to Lose a Guy in 10 Days, you’re in for a treat. We’ve curated a list of *11 Best Movies Like How to Lose a Guy in 10 Days that capture the same delightful mix of romance, comedy, and unpredictable twists. From high-stakes pranks to fake relationships that turn real, these films will keep you laughing and swooning all the way through.
The Proposal (2009)
In The Proposal, Sandra Bullock and Ryan Reynolds bring their undeniable chemistry to the screen as a high-powered Canadian book editor and her assistant who agree to fake a marriage to avoid deportation. The premise of a fake romance leading to real feelings has a lot in common with How to Lose a Guy in 10 Days, especially with its delightful comedic moments and the tension that builds between the leads. While the setup might seem a bit far-fetched, the charm of the characters and their witty banter make this one a classic rom-com. Their fake marriage quickly turns complicated as emotions begin to blur the line between fiction and reality. If you enjoy romantic comedies that are lighthearted yet emotionally satisfying, this one is a must-watch., check out 11 Best Movies Like Legally Blonde | Similar-List.
27 Dresses (2008)
In 27 Dresses, Katherine Heigl plays Jane, a woman who has been a bridesmaid 27 times but has never been the bride. This film shares similar elements with How to Lose a Guy in 10 Days by mixing quirky characters, romantic turmoil, and plenty of laughs. Jane’s life takes an unexpected turn when she realizes she’s in love with her sister’s fiancé, and the film follows her humorous and heartwarming journey to navigate the complications of love and loyalty. With its fun premise, sharp dialogue, and moments of personal growth, 27 Dresses is a must-watch for fans of romantic comedies that balance humor and heart.
The Ugly Truth (2009)
In The Ugly Truth, Katherine Heigl once again shines, this time as Abby, a TV producer who is forced to work with Mike, a crass and womanizing television personality played by Gerard Butler. Much like How to Lose a Guy in 10 Days, the movie is filled with witty banter and romantic misunderstandings as the two clash over their differing views on love and relationships. Their chemistry is undeniable, and as they spend more time together, the sparks fly in this hilarious, fast-paced rom-com. If you’re a fan of rom-coms where opposites attract and love develops through humorous situations, The Ugly Truth is a great pick.
Crazy, Stupid, Love (2011)
Crazy, Stupid, Love features a fantastic ensemble cast led by Steve Carell, Ryan Gosling, Emma Stone, and Julianne Moore. The film follows Cal (Carell), whose life falls apart after his wife asks for a divorce. He enlists the help of a smooth-talking bachelor (Gosling) to help him navigate the dating scene. The film mirrors How to Lose a Guy in 10 Days with its mix of romantic misadventures and heartfelt moments. From hilarious dating tips to awkward encounters, this rom-com highlights the comedy in complicated relationships and showcases how love can unexpectedly develop even when you least expect it.
My Best Friend’s Wedding (1997)
In My Best Friend’s Wedding, Julia Roberts stars as Julianne, who realizes that she’s in love with her best friend (Dermot Mulroney) just as he announces he’s marrying someone else. She decides to sabotage the wedding, but as her plan unravels, she finds herself facing unexpected emotions. This rom-com, like How to Lose a Guy in 10 Days, deals with complex emotions, love, and jealousy. Roberts’ performance balances humor with vulnerability, making it a memorable romantic comedy that is both funny and emotionally resonant. The film’s exploration of friendship and romantic entanglements will keep you laughing and rooting for the characters until the very end.
Sweet Home Alabama (2002)
Sweet Home Alabama stars Reese Witherspoon as Melanie, a successful fashion designer who returns to her Southern roots to finalize her divorce, only to find herself caught between her old life and her new life in New York. Much like How to Lose a Guy in 10 Days, this movie blends romance and humor, exploring the complexities of love, identity, and second chances. Witherspoon’s performance and the charming Southern backdrop give this rom-com an irresistibly feel-good vibe. The movie’s sweet and humorous take on relationships makes it a perfect addition to any rom-com lover’s watchlist.
The Wedding Planner (2001)
In The Wedding Planner, Jennifer Lopez plays a successful wedding planner who falls for a man (Matthew McConaughey) who is already engaged. This rom-com shares a lot of similarities with How to Lose a Guy in 10 Days, particularly the complicated love triangle that forms as the characters navigate their feelings. The chemistry between Lopez and McConaughey shines, and their moments together are filled with humor, sweetness, and emotional depth. The Wedding Planner is a charming story about finding love in unexpected places, with plenty of laughs along the way.
Notting Hill (1999)
In Notting Hill, Hugh Grant plays a humble bookstore owner who falls in love with a famous American actress, played by Julia Roberts. The film offers a more grounded take on romance compared to How to Lose a Guy in 10 Days, but it still shares the elements of humor, love, and misunderstandings that make rom-coms so appealing. Their love story is filled with heartwarming moments, and the film’s iconic lines and scenes have made it a beloved classic. If you’re a fan of charming, feel-good love stories, Notting Hill is a perfect pick.
13 Going on 30 (2004)
13 Going on 30 is a lighthearted rom-com that follows Jenna, played by Jennifer Garner, who wakes up as a 30-year-old woman after making a wish on her 13th birthday. The film explores themes of personal growth, love, and the journey of discovering what really matters in life. While 13 Going on 30 doesn’t follow the exact same premise as How to Lose a Guy in 10 Days, it shares the same mix of humor, romance, and emotional depth that makes rom-coms so endearing. Garner’s performance and the whimsical plot make this a charming and enjoyable watch.
While You Were Sleeping (1995)
In While You Were Sleeping, Sandra Bullock stars as Lucy, a lonely woman who saves a man from an oncoming train, only to have him fall into a coma. When his family mistakes her for his fiancée, she gets caught up in a series of misunderstandings that lead to romantic confusion. The film shares similar themes with How to Lose a Guy in 10 Days, such as mistaken identities and the complications of love. With its heartfelt moments, charming characters, and mix of humor and romance, While You Were Sleeping is a must-watch for any rom-com enthusiast.
The Intern (2015)
In The Intern, Robert De Niro plays a 70-year-old widower who becomes an intern at an e-commerce company led by Anne Hathaway’s character. While not a traditional romantic comedy, The Intern shares the same feel-good vibe and blend of humor and heart that makes How to Lose a Guy in 10 Days so enjoyable. As the characters learn from one another, their friendship evolves into a touching story about love, life, and second chances. The movie’s uplifting tone and charming performances make it a delightful watch for fans of lighthearted romantic films.
If you loved How to Lose a Guy in 10 Days, these 11 romantic comedies are sure to hit the spot. Whether you’re in the mood for hilarious relationship games, heartwarming romances, or quirky love stories, these films deliver the perfect mix of laughs, love, and feel-good moments. From fake marriages to love triangles and romantic misunderstandings, these films offer a variety of comedic setups with plenty of heart. So grab your popcorn and enjoy these delightful rom-coms!
For more romantic comedy recommendations, check out https://www.similar-list.com/movies/movies-like-how-to-lose-a-guy-in-10-days/ and dive into a world of love, laughter, and happy endings.
