Ever wondered what makes Movies Like How to Lose a Guy in 10 Days so delightfully entertaining? The perfect blend of wit, charm, and undeniable chemistry between leads like Kate Hudson and Matthew McConaughey creates movie magic that keeps us returning for more. You’re in the right place if you’ve watched this classic rom-com countless times and searched for similar films with the same spark. LLet’sdive into eight fantastic romantic comedies that share the playful spirit and clever storytelling that made How to Lose a Guy in 10 Days a beloved favorite.
What Makes “How to Lose a Guy in 10 Days” Special?
Before diving into our recommendations for Movies Like How to Lose a Guy in 10 Days, let’s explore what makes this film stand out; the 2003 romantic comedy follows Andie Anderson (Kate Hudson), a magazine writer working on an article about things women do to drive men away, and Benjamin Barry (Matthew McConaughey), an advertising executive who bets he can make any woman fall in love with him. Their conflicting missions lead to hilarious situations and unexpected romance, making it a must-watch for rom-com lovers.
8 Must-Watch Movies like How to Lose a Guy in 10 Days
1. The Proposal (2009)
Margaret Tate (Sandra Bullock) is a tough-as-nails publishing executive who forces her assistant, Andrew Paxton (Ryan Reynolds), to marry her to avoid deportation to Canada. What starts as a business arrangement soon evolves into something more genuine as they spend time with AAndrew’sfamily in Alaska.
For fans of Movies Like How to Lose a Guy in 10 Days, The Proposal delivers the perfect mix of humor and heart. Directed by Anne Fletcher, this 108-minute rom-com showcases the incredible chemistry between Sandra Bullock and Ryan Reynolds, with standout performances from Betty White and Mary Steenburgen.
A massive box office hit, The Proposal earned over $317 million worldwide. It holds a solid 6.7/10 rating on IMDb and 44% on Rotten Tomatoes, with audiences particularly loving the dynamic between the leads.
You can stream The Proposal on Disney+ or rent it on platforms like Amazon Prime Video, Apple TV, and Google Play.
If you love workplace romances with a twist and laugh-out-loud moments, this film is a must-watch, offering the same playful charm found in Movies Like How to Lose a Guy in 10 Days.
2. 27 Dresses (2008)
Jane (Katherine Heigl) is always the bridesmaid, never the bride—having participated in 27 weddings. When her younger sister announces her engagement to the man Jane secretly loves, she must navigate her feelings while dealing with a cynical journalist determined to write about her unique situation.
For fans of Movies Like How to Lose a Guy in 10 Days, 27 Dresses delivers the perfect blend of romance, humor, and self-discovery. Directed by Anne Fletcher, this 111-minute rom-com stars Katherine Heigl, James Marsden, and Malin Akerman, capturing the chaos of wedding season and the magic of finding love in unexpected places.
A box office hit, 27 Dresses earned $160 million worldwide and holds a 6.1/10 rating on IMDb. While critics were mixed, audiences loved its charm, humor, and relatable protagonist.
Stream 27 Dresses on Hulu or rent it on Amazon Prime Video, Vudu, and iTunes.
If you enjoy feel-good romantic comedies with strong female leads and wedding themes, this film offers the same playful charm and emotional satisfaction as Movies Like How to Lose a Guy in 10 Days.
3. Sweet Home Alabama (2002)
Fashion designer Melanie Carmichael (Reese Witherspoon) must return to her Southern roots to finalize her divorce before marrying her new fiancé. However, returning home stirs up old feelings and complications she didn’t expect.
Directed by Andy Tennant, this 108-minute romantic comedy features Reese Witherspoon, Josh Lucas, and Patrick Dempsey. The film beautifully combines Southern charm with big-city ambitions.
Sweet Home Alabama was a commercial success, earning $180 million worldwide and maintaining a 6.2/10 rating on IMDb. Audiences particularly loved WWitherspoon’s performance and the film’s authentic Southern flavor.
You can watch Sweet Home Alabama on Disney+ or rent it from various digital platforms, including Amazon Prime Video and iTunes.
This movie is perfect for fans of romantic comedies that explore the complexity of first loves and the journey of self-discovery.
4. What Happens in Vegas (2008)
After a wild night in Las Vegas, strangers Joy (Cameron Diaz) and Jack (Ashton Kutcher) are married. They win a massive jackpot before they can get an annulment, leading to a court-ordered marriage and hilarious attempts to sabotage each other.
Tom Vaughan directed this 99-minute romantic comedy starring Cameron Diaz and Ashton Kutcher. The supporting cast includes Rob Corddry and Lake Bell, who add extra laughs to this entertaining romp.
The film earned $219 million worldwide and holds a 6.1/10 rating on IMDb. While critics were mixed, audiences loved the chemistry between Diaz and Kutcher.
What Happens in Vegas is available on Hulu and can be rented on various platforms, including Amazon Prime Video and Google Play.
This movie is ideal for those who enjoy romantic comedies with competitive leads and plenty of schemes, similar to the dynamic in “ow to Lose a Guy in 10 Days.”5. Just Like Heaven (2005)
David (Mark Ruffalo) moves into a San Francisco apartment only to discover it’s haunted by the spirit of its previous tenant, Elizabeth (Reese Witherspoon). But a twist—they’re not dead, just stuck in a coma. An unexpected romance blossoms as they work together to unravel her mysterious state.
For fans of Movies Like How to Lose a Guy in 10 Days, Just Like Heaven offers a heartwarming mix of romance, comedy, and a supernatural twist. Directed by Mark Waters, this 95-minute film showcases the undeniable chemistry between Reese Witherspoon and Mark Ruffalo, with Jon Heder adding plenty of comic relief.
A box office success, Just Like Heaven earned $102 million worldwide and holds a 6.7/10 rating on IMDb. Viewers loved its unique premise and touching love story.
Streaming Just Like Heaven on Netflix or rent it on Amazon Prime Video and Apple TV.
If you’re looking for a romantic comedy with a magical twist, this film delivers the same charm, humor, and heartfelt moments found in Movies Like How to Lose a Guy in 10 Days.
6. Bride & Prejudice (2004)
This modern Bollywood-style adaptation of Jane AAusten’sPride and Prejudice follows Lalita Bakshi (Aishwarya Rai) as she navigates love and cultural differences with wealthy American Will Darcy (Martin Henderson).
Gurinder Chadha directed this vibrant 122-minute romantic comedy that combines Bollywood spectacle with Hollywood romantic comedy conventions. The film features stunning musical numbers and gorgeous cinematography.
The movie earned $24.7 million worldwide and holds a 6.2/10 rating on IMDb. Critics and audiences praised its unique cultural fusion and spectacular musical sequences.
Bride & Prejudice can be streamed on Amazon Prime Video and is available for rent on various platforms.
This movie is perfect for those who enjoy romantic comedies with cultural elements and musical numbers while maintaining the core elements of miscommunication and eventual understanding that make “ow to Lose a Guy in 10 Days” so appealing.
7. Two Weeks Notice (2002)
Lucy Kelson (Sandra Bullock) is a sharp and passionate lawyer for billionaire George Wade (Hugh Grant). But when she gives her two weeks’ notice, both realize that their professional relationship may have turned into something deeper.
For fans of Movies Like How to Lose a Guy in 10 Days, Two Weeks Notice is a perfect blend of workplace romance, witty banter, and undeniable chemistry. Directed by Marc Lawrence, this 101-minute romantic comedy showcases the charming dynamic between Sandra Bullock and Hugh Grant, balancing humor and heartfelt moments effortlessly.
A box office hit, Two Weeks Notice grossed $199 million worldwide and holds a 6.1/10 rating on IMDb. Audiences particularly loved the sharp dialogue and the playful interactions between the leads.
Streaming Two Weeks Notice on HBO Max or renting it on various digital platforms.
If you enjoy romantic comedies with workplace tension, clever humor, and charismatic leads, this film offers the same delightful charm as Movies Like How to Lose a Guy in 10 Days.
8. Laws of Attraction (2004)
High-powered divorce attorneys Audrey Woods (Julianne Moore) and Daniel Rafferty (Pierce Brosnan) find themselves on opposite sides of their cases but are drawn to each other personally.
Peter Howitt directed this 90-minute romantic comedy featuring stellar performances from Julianne Moore and Pierce Brosnan. The film offers a sophisticated take on the romantic comedy genre.
Laws of Attraction earned $30 million worldwide and holds a 5.9/10 rating on IMDb. Critics praised the chemistry between Moore and Brosnan.
You can stream the movie on Amazon Prime Video and rent it on various platforms.
This movie is perfect for those who enjoy romantic comedies with mature characters and professional rivalries.
Movie Comparison Table
| Movie Title | Release Year | IMDb Rating | Runtime | Leading Actors |
|---|---|---|---|---|
| How to Lose a Guy in 10 Days | 2003 | 6.4/10 | 116 min | Kate Hudson, Matthew McConaughey |
| The Proposal | 2009 | 6.7/10 | 108 min | Sandra Bullock, Ryan Reynolds |
| 27 Dresses | 2008 | 6.1/10 | 111 min | Katherine Heigl, James Marsden |
| Sweet Home Alabama | 2002 | 6.2/10 | 108 min | Reese Witherspoon, Josh Lucas |
| What Happens in Vegas | 2008 | 6.1/10 | 99 min | Cameron Diaz, Ashton Kutcher |
| Just Like Heaven | 2005 | 6.7/10 | 95 min | Reese Witherspoon, Mark Ruffalo |
| Bride & Prejudice | 2004 | 6.2/10 | 122 min | Aishwarya Rai, Martin Henderson |
| Two Weeks Notice | 2002 | 6.1/10 | 101 min | Sandra Bullock, Hugh Grant |
| Laws of Attraction | 2004 | 5.9/10 | 90 min | Julianne Moore, Pierce Brosnan |
Frequently Asked Questions
Q: Are these movies available on streaming platforms?
A: Yes, most of these movies are available on major streaming platforms like Netflix, Amazon Prime Video, Disney+, and HBO Max. Some may require rental or purchase.
Q: Which movie is most similar to “How to Lose a Guy in 10 Days”?
A: “What Happens in Vegas” shares the most similarities in terms of plot structure and competitive romance elements.
Q: Which of these movies has the highest IMDb rating?
A: Both “The Proposal” and “Just Like Heaven” tie for the highest IMDb rating at 6.7/10.
Q: Are these movies suitable for family viewing?
A: Most of these movies are rated PG-13 and are generally suitable for teenage and adult audiences.
Q: Which movie has the most successful box office performance?
A: Among these films, “The Proposal” had the highest box office earnings at $317 million worldwide.
These romantic movies like How to Lose a Guy in 10 Days offer the perfect mix of humor, heart, and chemistry that makes the genre so enjoyable. Whether you’re in the mood for workplace romance, cultural fusion, or supernatural twists, these films deliver entertainment and charm in abundance.
