Written By: Rachel Brooks
Treasure trove of romantic comedies

Treasure trove of romantic comedies
The 1990s produced a treasure trove of romantic comedies that captured the hearts of audiences. These films defined a generation and continue to resonate with fans today. In this slideshow, we review some of the top romantic comedies of the era based largely on general consensus and box office success.

10 Things I Hate About You

10 Things I Hate About You

10 Things I Hate About You (1999)

Bio: Classic teen rom-com based on Shakespeare’s play.

Box Office: $60 million

Director: Gil Junger

Stars: Heath Ledger, Julia Stiles

Notting Hill

Notting Hill

Notting Hill (1999)

Bio: Bookstore owner falls for a movie star.

Box Office: $364 million

Director: Roger Michell

Stars: Hugh Grant, Julia Roberts

The Truth About Cats & Dogs

The Truth About Cats & Dogs

The Truth About Cats & Dogs (1996)

Bio: Radio host struggles with self-image and love.

Box Office: $36.2 million

Director: Patty Jenkins

Stars: Janeane Garofalo, Uma Thurman

You've Got Mail

You've Got Mail

You’ve Got Mail (1998)

Bio: Bookstore owner unknowingly dates her business rival.

Box Office: $250 million

Director: Nora Ephron

Stars: Tom Hanks, Meg Ryan

The Preacher's Wife

The Preacher's Wife

The Preacher’s Wife (1996)

Bio: Angel helps a struggling reverend and his wife.

Box Office: $48.6 million

Director: Penny Marshall

Stars: Denzel Washington, Whitney Houston

Blast from the Past

Blast from the Past

Blast from the Past (1999)

Bio: Man emerges from fallout shelter into modern life.

Box Office: $32.1 million

Director: Hugh Wilson

Stars: Brendan Fraser, Alicia Silverstone

Love Jones

Love Jones

Love Jones (1997)

Bio: Two artists navigate love and personal insecurities.

Box Office: $18 million

Director: Theodore Witcher

Stars: Larenz Tate, Nia Long

Jeffrey

Jeffrey

Jeffrey (1995)

Bio: Man seeks love during the AIDS pandemic.

Box Office: $1.6 million

Director: Christopher Ashley

Stars: Steven Weber, Michael T. Weiss

My Best Friend's Wedding

My Best Friend's Wedding

My Best Friend’s Wedding (1997)

Bio: Woman tries to sabotage friend’s wedding to her.

Box Office: $299 million

Director: P.J. Hogan

Stars: Julia Roberts, Dermot Mulroney

Double Happiness

Double Happiness

Double Happiness (1994)

Bio: Canadian woman faces family pressures and personal identity.

Box Office: $894,000

Director: Mina Shum

Stars: Sandra Oh, Callum Rennie

There's Something About Mary

There's Something About Mary

There’s Something About Mary (1998)

Bio: Man tries to reconnect with his high school crush.

Box Office: $369 million

Director: Bobby Farrelly, Peter Farrelly

Stars: Ben Stiller, Cameron Diaz

The Wedding Singer

The Wedding Singer

The Wedding Singer (1998)

Bio: Wedding singer falls for engaged woman in the ’80s.

Box Office: $123 million

Director: Frank Coraci

Stars: Adam Sandler, Drew Barrymore