Movies like Pretty Woman

In 27 Dresses, Katherine Heigl plays a perennial bridesmaid whose own happily ever after seems distant until unexpected romance comes knocking. The film touches on themes of unrequited love and the unexpected ways love can manifest, drawing parallels to the heartwarming narrative of Pretty Woman.

The Proposal features Sandra Bullock in the role of a Canadian executive facing deportation, who convinces her assistant, played by Ryan Reynolds, to marry her. This lighthearted romantic comedy delves into the complexities of relationships and love, much like Pretty Woman, and is sure to captivate audiences with its humor and heart.

Starring Julia Roberts again, this time alongside Hugh Grant, Notting Hill is a romantic comedy about a regular guy falling in love with a famous actress. It shares the 'opposites attract' theme with Pretty Woman, and the enchanting London setting complements the film's charming and witty script.

Julia Roberts stars in My Best Friend's Wedding, a romantic comedy that explores complicated feelings and timing in relationships. This film offers fans of Pretty Woman another dose of Roberts' irresistible charm and wit, set against the backdrop of a love triangle with plenty of laughs and heart.

Starring Tom Hanks and Meg Ryan, You've Got Mail updates the classic pen pal romance for the digital age. It revolves around two business rivals who unknowingly fall in love online. The movie's combination of love over adversity and the transformation of relationships over time will resonate with Pretty Woman aficionados.

Maid in Manhattan is a classic Cinderella story with a modern twist, featuring Jennifer Lopez as a hotel maid and Ralph Fiennes as a high-profile politician. Like Pretty Woman, it tells a tale of unexpected romance between characters from different social classes, resonating with fans who love a good fairy-tale romance set in an urban backdrop.

Sandra Bullock shines in While You Were Sleeping, playing a lonely transit worker who saves the life of a man she's been secretly in love with and then gets caught in a complicated family situation. Its blend of romance, comedy, and the portrayal of a down-to-earth protagonist will endear it to Pretty Woman fans.

Reuniting Julia Roberts with her Pretty Woman co-star Richard Gere, Runaway Bride brings back the charming duo in another romantic comedy. This time, Roberts plays a woman who is notorious for running away from her weddings, and Gere the cynical journalist who covers her story. It hits similar notes of love, fear of commitment, and transformation.