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films The Best Romance Movies of 1999  

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266 votes 26 voters 50 items Embed

List of the best 1999 romance movies, ranked by how many upvotes they've received by other fans of the genre. If watching men and women fall in love is your idea of a good movie, then these films are definitely worth checking out. These are all the romance movies that defined the year 1999, so vote for your favorites and help them rise to the top. This poll is also a great resource for finding new movies that you haven't already seen, especially since you can watch trailers for each film right on this page. To make sure this list is as accurate as possible, please don't downvote a movie if you haven't seen it.

Everything from American Pie to American Beauty is included on this list. This isn't necessarily a list of all romance movies from 1999, but it does contain all the ones worth watching.

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Notting Hill Julia Roberts, Alec Baldwin, Mischa Barton

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10 Things I Hate About You Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger

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Outside Providence Alec Baldwin, Amy Smart, Richard Jenkins

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She's All That Sarah Michelle Gellar, Anna Paquin, Lil' Kim

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Runaway Bride Julia Roberts, Richard Gere, Christopher Meloni

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The Talented Mr. Ripley Gwyneth Paltrow, Cate Blanchett, Matt Damon

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American Pie Alyson Hannigan, Tara Reid, Shannon Elizabeth

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Drive Me Crazy Ali Larter, Melissa Joan Hart, Adrian Grenier

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Never Been Kissed Jessica Alba, Drew Barrymore, James Franco

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The Virgin Suicides Kirsten Dunst, Kathleen Turner, Danny DeVito

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The Thomas Crown Affair Pierce Brosnan, Faye Dunaway, Rene Russo

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Boys Don't Cry Hilary Swank, Chloƫ Sevigny, Natalie Zea

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Cruel Intentions Reese Witherspoon, Sarah Michelle Gellar, Tara Reid

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The Other Sister Diane Keaton, Poppy Montgomery, Juliette Lewis

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Tarzan Rosie O'Donnell, Glenn Close, Minnie Driver

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Liberty Heights Misha Collins, Adrien Brody, Bebe Neuwirth

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Sethu... Vikram, Sriman, Sivakumar

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The Wood Christina Milian, Sanaa Lathan, Taye Diggs

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At First Sight Val Kilmer, Mira Sorvino, Nathan Lane

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200 Cigarettes Kate Hudson, Courtney Love, Ben Affleck

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Topsy Turvy Andy Serkis, Kevin McKidd, Jim Broadbent

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Vaali Ajith Kumar, Vivek, Simran

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Ride with the Devil Mark Ruffalo, Tobey Maguire, Jewel

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Nilave Mugam Kaattu Srividya, Vadivelu, Karthik

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Forces of Nature Sandra Bullock, Ben Affleck, Blythe Danner

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Message in a Bottle Hayden Panettiere, Kevin Costner, Paul Newman

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Aa Ab Laut Chalen Aishwarya Rai Bachchan, Rajesh Khanna, Paresh Rawal

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Blast from the Past Alicia Silverstone, Christopher Walken, Brendan Fraser

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Snow Falling on Cedars Ethan Hawke, Max von Sydow, James Cromwell

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The Children of the Century Juliette Binoche, Ludivine Sagnier, Karin Viard

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Thulladha Manamum Thullum Vijay, Simran, Manivannan

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Deal of a Lifetime Shiri Appleby, Kevin Pollak, A. J. Buckley

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For Love of the Game Kevin Costner, Kelly Preston, J.K. Simmons

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Passport to Paris Ashley Olsen, Mary-Kate Olsen, Matt Winston

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Happy, Texas William H. Macy, Ron Perlman, Ally Walker

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Simply Irresistible Sarah Michelle Gellar, Amanda Peet, Patricia Clarkson

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Anna and the King Jodie Foster, Bai Ling, Tom Felton

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Poovellam Kettuppar Nassar, Jyothika, Vadivelu

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Bicentennial Man Robin Williams, Sam Neill, Oliver Platt

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The Love Letter Ellen DeGeneres, Jack Black, Tom Selleck

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Mickey Blue Eyes Hugh Grant, James Caan, Jeanne Tripplehorn

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Shiri Yunjin Kim, Song Kang-Ho, Choi Min-sik

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A Midsummer Night's Dream Michelle Pfeiffer, Christian Bale, Sophie Marceau

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Trick Miss Coco Peru, Tori Spelling, Missi Pyle

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Eyes Wide Shut Tom Cruise, Nicole Kidman, Stanley Kubrick

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Mansfield Park Jonny Lee Miller, Anna Popplewell, James Purefoy

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Jesus' Son Jack Black, Holly Hunter, Dennis Hopper

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Edge of Seventeen Lea DeLaria, Tina Holmes, Andersen Gabrych

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The Cider House Rules Charlize Theron, Michael Caine, Paul Rudd

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American Beauty Kevin Spacey, Annette Bening, Mena Suvari