Top 5 Greatest Meg Ryan Rom-Coms

It’s hard to believe that the 15th anniversary of “You’ve Got Mail” is already upon us! In honor of this iconic film, we’re counting down our favorite Meg Ryan-starring romantic comedies:


1. “You’ve Got Mail”

Meg Ryan and Tom Hanks just couldn’t get enough of each other in the ‘90s. Their third and final (for now) collaboration came in 1998’s “You’ve Got Mail,” written by the late great Nora Ephron.

Though the chat room meet-cute between these bookstore-owning rivals seems a bit quaint in 2013, it’s still a beloved rom-com classic. The supporting cast is equally terrific, with Parker Posey, Greg Kinnear and Heather Burns, and it doesn’t hurt that it’s also Mindy Kaling’s all-time favorite movie.

2. “When Harry Met Sally…”

This 1989 release was Meg’s star-making turn, and it’s remembered as one of the greatest comedies of all time. The film is mostly remembered for two things: the infamous diner scene (“I’ll have what she’s having”) and for Billy Crystal’s climactic confession of love (“I love that it takes you an hour and a half to order a sandwich…”), but “When Harry Met Sally…” is pretty much perfect from start to finish.

The film was also written by Ephron, proving that Ryan was something of a muse for the screenwriter. Carrie Fisher and Bruno Kirby charm as their amorous friends, and the film delightfully ponders the age-old question: Can men and women truly be just friends?

3. “Kate & Leopold”

While most of Meg Ryan’s rom-coms are simple tales of a man and a woman falling in love, “Kate & Leopold” is a bit more high-concept. In one of his first roles, Hugh Jackman plays a 19th century duke named Leopold, who travels through time and awakens in New York in the present.

While the time travel business can be a bit hokey, Jackman gives a great performance as his character attempts to acclimate to the 21st century. Of course, he and Kate (Ryan) fall for one another after an awkward meeting involving her ex-boyfriend (Liev Schreiber), and the rest is history.

4. “Sleepless in Seattle”

Though “Sleepless in Seattle” was actually the second love story featuring Meg Ryan and Tom Hanks, perhaps it’s best to forget “Joe Versus the Volcano.” Hanks shines as a widower, Sam, who moves to Seattle with his little boy.

After telling his story on the radio, he begins to receive letters from all over the country, including one from a woman played by Ryan. What’s notable about this one is how rarely the future couple appears on screen together thanks to bad timing and a series of missed connections, but in the end, true love wins out.

5. “In the Land of Women”

The most recent entry on this list is “In the Land of Women,” which skews a bit more into drama territory but still has a sense of humor. A down-in-the-dumps Adam Brody as Carter, a struggling writer who moves in with his grandmother after a bad breakup, where he meets a pre-“Twilight” Kristen Stewart as Lucy and her mother, Sarah, played by Ryan.

What follows is something of a twist on “The Graduate,” where he becomes taken with the youthful Lucy and Sarah, who is having a mid-life crisis and understands what Carter is going through. The situation is as messy as it sounds, but then again, often so is love.

What is your favorite Meg Ryan rom-com? Weigh in below!