Movies like The Matchmaker

In The Proposal, a demanding executive enlists her young assistant to pose as her fiancé, leading to unexpected romance. This film combines humor with a heartwarming romantic plot, mirroring the enjoyable and feel-good tone found in The Matchmaker.

This romantic comedy pits a journalist pursuing a story about driving a man away with dating no-nos against an advertising executive proving he can make any woman fall in love with him. The playful battle of the sexes and comedic misunderstandings align with the charming humor found in The Matchmaker.

27 Dresses tells the story of a perennial bridesmaid who finally starts to focus on her own love life. Its blend of wedding-centric romance and comedic mishaps will resonate with fans of The Matchmaker, who enjoy rooting for the underdog in love.

The Wedding Planner stars Jennifer Lopez as an ambitious and organized wedding planner who unexpectedly falls for a groom-to-be. The film shares The Matchmaker's interesting dynamic of love and profession, wrapped in a story that balances romance and comedy.

Sweet Home Alabama features a successful woman who returns to her small town and must face her past, including a husband she never divorced. The quirky characters and romantic entanglements offer a Southern twist to fans of the heartfelt and comedic storytelling seen in The Matchmaker.

Bridget Jones's Diary, following the misadventures of the titular character as she journals her way through love and life, boasts a blend of comedy, romance, and personal growth that makes it a kindred spirit to The Matchmaker's narrative of self-discovery and love.

Hitch is a charming romantic comedy that shares The Matchmaker's theme of love-aiding professions. Will Smith stars as a professional dating consultant who helps men woo the women they love, offering comedic scenarios and romantic moments that fans of The Matchmaker would appreciate.

Must Love Dogs, like The Matchmaker, is a romantic comedy centered around the world of modern dating. Featuring a woman delving into the world of online dating after a divorce, this movie offers a similar blend of humor and heart as characters navigate the complexities of love and relationships.