Best Romance Movies of 1999

1.

The Virgin Suicides

5.9
7.2/10 IMDB

A group of male friends become obsessed with five mysterious sisters who are sheltered by their strict, religious parents.

Starring: Kirsten Dunst, Josh Hartnett, A.J. Cook, James Woods, Kathleen Turner, Leslie Hayman, Hanna Hall, Chelse Swain, Jonathan Tucker, Noah "40" Shebib ..
Directed by: Sofia Coppola
Release date: 1999-12-31
2.

Mansfield Park

5.0
7.1/10 IMDB

This fun and sexy comedy tells a timelessly entertaining story where wealthy, secret passions and mischievous women put love to the test.. When a spirited young woman, Fanny Price, is sent away to live on the great country estate of her rich cousins, she's meant to learn the ways of proper society. But while Fanny learns "their" ways, she also enlightens them with a wit and sparkle all her own!

Starring: Frances O'Connor, Lindsay Duncan, James Purefoy, Sheila Gish, Harold Pinter, Victoria Hamilton, Hugh Bonneville, Justine Waddell, Embeth Davidtz, Alessandro Nivola ..
Directed by: Patricia Rozema
Release date: 1999-11-12
3.

But I'm a Cheerleader

4.9
6.6/10 IMDB

Megan is an all-American girl. A cheerleader. She has a boyfriend. But Megan doesn't like kissing her boyfriend very much. And she's pretty touchy with her cheerleader friends. Her conservative parents worry that she must be a lesbian and send her off to "sexual redirection" school, where she must, with other lesbians and gays learn how to be straight.

Starring: Natasha Lyonne, Clea DuVall, RuPaul, Cathy Moriarty, Michelle Williams, Melanie Lynskey, Eddie Cibrian, Brandt Wille, Bud Cort, Joel Michaely ..
Directed by: Jamie Babbit
Release date: 1999-12-09
4.

An Ideal Husband

4.8
6.8/10 IMDB

Sir Robert Chiltern is a successful Government minister, well-off and with a loving wife. All this is threatened when Mrs Cheveley appears in London with damning evidence of a past misdeed. Sir Robert turns for help to his friend Lord Goring, an apparently idle philanderer and the despair of his father. Goring knows the lady of old, and, for him, takes the whole thing pretty seriously.

Starring: Cate Blanchett, Minnie Driver, Rupert Everett, Julianne Moore, Jeremy Northam, Peter Vaughan, Ben Pullen, Marsha Fitzalan, Lindsay Duncan, John Wood ..
Directed by: Oliver Parker
Release date: 1999-04-15
5.

Summer of Sam

4.8
6.7/10 IMDB

Spike Lee's take on the "Son of Sam" murders in New York City during the summer of 1977 centering on the residents of an Italian-American South Bronx neighborhood who live in fear and distrust of one another.

Starring: John Leguizamo, Adrien Brody, Mira Sorvino, Jennifer Esposito, Michael Rispoli, Saverio Guerra, Brian Tarantina, Al Palagonia, Ken Garito, Bebe Neuwirth ..
Directed by: Spike Lee
Release date: 1999-07-02
6.

For Love of the Game

4.8
6.6/10 IMDB

A baseball legend almost finished with his distinguished career at the age of forty has one last chance to prove who he is, what he is capable of, and win the heart of the woman he has loved for the past four years.

Starring: Kevin Costner, Kelly Preston, John C. Reilly, Jena Malone, J.K. Simmons, Brian Cox, David Mucci, Carmine Giovinazzo, Bill E. Rogers, Hugh Ross ..
Directed by: Sam Raimi
Release date: 1999-09-17
7.

Varsity Blues

4.5
6.5/10 IMDB

In small-town Texas, high school football is a religion, 17-year-old schoolboys carry the hopes of an entire community onto the gridiron every Friday night. When star quarterback Lance Harbor suffers an injury, the Coyotes are forced to regroup under the questionable leadership of John Moxon, a second-string quarterback with a slightly irreverent approach to the game.

Starring: James Van Der Beek, Amy Smart, Jon Voight, Paul Walker, Ron Lester, Scott Caan, Ali Larter, Richard Lineback, Thomas F. Duffy, Joe Pichler ..
Directed by: Brian Robbins
Release date: 1999-01-15
8.

The Story of Us

4.5
6.0/10 IMDB

Ben and Katie Jordan are a married couple who go through hard times in fifteen years of marriage.

Starring: Bruce Willis, Michelle Pfeiffer, Rob Reiner, Colleen Rennison, Jake Sandvig, Casey Boersma, Julie Hagerty, Rita Wilson, Paul Reiser, Red Buttons ..
Directed by: Rob Reiner
Release date: 1999-10-13
9.

Three to Tango

4.2
6.0/10 IMDB

Oscar and Peter land a career-making opportunity when a Chicago tycoon chooses them to compete for the design of a cultural center. The tycoon mistakenly believes that Oscar is gay and has him spy on his mistress Amy. Oscar goes along with it and ends up falling in love with Amy.

Starring: Matthew Perry, Neve Campbell, Dylan McDermott, Oliver Platt, Cylk Cozart, John C. McGinley, Bob Balaban, Deborah Rush, Kelly Rowan, Rick Gomez ..
Directed by: Damon Santostefano
Release date: 1999-10-22
10.

Forces of Nature

4.1
5.4/10 IMDB

Ben Holmes, a professional book-jacket blurbologist, is trying to get to Savannah for his wedding. He just barely catches the last plane, but a seagull flies into the engine as the plane is taking off. All later flights are cancelled because of an approaching hurricane, so he is forced to hitch a ride in a Geo Metro with an attractive but eccentric woman named Sara.

Starring: Sandra Bullock, Ben Affleck, Maura Tierney, Steve Zahn, Blythe Danner, Ronny Cox, Michael Fairman, Richard Schiff, Athena Maria Bitzis, Afemo Omilami ..
Directed by: Bronwen Hughes
Release date: 1999-03-12

Also check Best romance movies of 2000.

Check out our top containing the Best Romance Movies of 1999 - PickTheMovie.com. This top was obtained with our unique algorithm ordered by our unique ranking system.

tmdb