How to Be Single is a delightful blend of romance and comedy that explores the ups and downs of single life in New York City. If you enjoyed this film, you’ll likely love these 15 similar movies that mix humor, love, and self-discovery. Check out the trailers by clicking on the links provided.

1. Bridget Jones’s Diary

This romantic comedy follows the life of Bridget Jones, a single woman in her 30s who is determined to improve herself while finding love. Starring Renée Zellweger, Colin Firth, and Hugh Grant, the film is a hilarious and heartwarming journey of self-acceptance.

2. Legally Blonde

Starring Reese Witherspoon, this comedy revolves around Elle Woods, a sorority girl who enrolls in Harvard Law School to win back her ex-boyfriend. Along the way, she discovers her own potential and redefines her identity, making it a fun and empowering watch.

3. The Holiday

This romantic comedy features Kate Winslet and Cameron Diaz as two women who swap homes for the holidays to escape their respective romantic troubles. Their unexpected adventures lead to new beginnings and love in this charming film.

4. He’s Just Not That Into You

Featuring an ensemble cast including Jennifer Aniston, Ben Affleck, and Drew Barrymore, this film explores the complexities of modern relationships through interconnected stories. It’s a humorous and insightful look at love and dating.

5. Friends with Benefits

Starring Justin Timberlake and Mila Kunis, this romantic comedy tells the story of two friends who decide to add physical intimacy to their relationship without emotional complications. Naturally, things don’t go as planned, leading to comedic and heartfelt moments.

6. Crazy, Stupid, Love

Steve Carell stars as a middle-aged man who navigates single life after his wife asks for a divorce. With the help of a newfound friend played by Ryan Gosling, he embarks on a journey of self-discovery and unexpected romance.

7. Trainwreck

Amy Schumer stars in this comedy as a commitment-phobic career woman who starts to reconsider her lifestyle when she meets a charming sports doctor, played by Bill Hader. The film is both funny and touching, highlighting the challenges of modern dating.

8. The Other Woman

This comedy stars Cameron Diaz, Leslie Mann, and Kate Upton as three women who discover they are all involved with the same man. They team up to get revenge, leading to hilarious and empowering moments.

9. No Strings Attached

Natalie Portman and Ashton Kutcher star in this romantic comedy about two friends who agree to a casual, no-strings-attached relationship. As they spend more time together, they realize that their feelings are more complicated than they anticipated.

10. 27 Dresses

Katherine Heigl stars as a perpetual bridesmaid who is always the wedding planner but never the bride. Her life takes an unexpected turn when she meets a charming journalist, making for a delightful and romantic story.

11. Eat Pray Love

Julia Roberts stars in this film based on the true story of a woman who embarks on a journey of self-discovery around the world after a painful divorce. The movie is a beautiful exploration of finding oneself and rediscovering happiness.

12. The Break-Up

Starring Jennifer Aniston and Vince Vaughn, this comedy-drama follows a couple who decide to break up but continue living together. Their hilarious and emotional interactions make for an engaging and relatable film.

13. Something Borrowed

This romantic comedy stars Ginnifer Goodwin as a woman who falls for her best friend’s fiancé, played by Colin Egglesfield. The film explores the complexities of love, friendship, and loyalty in a humorous and heartfelt way.

14. Confessions of a Shopaholic

Isla Fisher stars as a shopaholic journalist who lands a job at a financial magazine. Her struggle to balance her love for shopping and her career makes for a fun and entertaining film filled with laughs and romance.

15. The Devil Wears Prada

Starring Anne Hathaway and Meryl Streep, this comedy-drama follows a young woman who lands a job at a prestigious fashion magazine. As she navigates the challenges of her demanding boss and high-pressure job, she learns valuable lessons about life and love.