The Best Romantic Comedies of the 1990s

The following list represents the most charming, heartwarming and wittiest romantic comedies released in the 1990s. The films are listed in chronological order. The list is not complete and is constantly being updated.
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1.
Pretty Woman (1990)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love. (119 mins.)
Director: Garry Marshall
 
2.
Four Weddings and a Funeral (1994)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love. (117 mins.)
Director: Mike Newell
 
3.
One Fine Day (1996)
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
The lives of two strangers and their young children unexpectedly intersect on one hectic, stressful day in New York City. (108 mins.)
Director: Michael Hoffman
 
4.
My Best Friend's Wedding (1997)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding. (105 mins.)
Director: P.J. Hogan
 
5.
Sleepless in Seattle (1993)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A recently widowed man's son calls a radio talk-show in an attempt to find his father a partner. (105 mins.)
Director: Nora Ephron
 
6.
Groundhog Day (1993)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
A weatherman finds himself inexplicably living the same day over and over again. (101 mins.)
Director: Harold Ramis
 
7.
Only You (1994)
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
Destiny. Faith (Marisa Tomei) believes that two soul-mates can be united if they find each other. From the Ouija board... (115 mins.)
Director: Norman Jewison
 
8.
While You Were Sleeping (1995)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A hopeless romantic Chicago Transit Authority token collector is mistaken for the fiance of a coma patient. (103 mins.)
Director: Jon Turteltaub
 
9.
You've Got Mail (1998)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
Two business rivals who despise each other in real life unwittingly fall in love over the Internet. (119 mins.)
Director: Nora Ephron
 
10.
Blast from the Past (1999)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
A naive man comes out into the world after spending 35 years in a nuclear fallout shelter. (112 mins.)
Director: Hugh Wilson
 
11.
Notting Hill (1999)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
The life of a simple bookshop owner changes when he meets the most famous film star in the world. (124 mins.)
Director: Roger Michell
 
12.
10 Things I Hate About You (1999)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A pretty, popular teenager can't go out on a date until her ill-tempered older sister does. (97 mins.)
Director: Gil Junger
 
13.
Grosse Pointe Blank (1997)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
Martin Blank is a professional assassin. He is sent on a mission to a small Detroit suburb, Grosse Pointe, and, by coincidence, his ten-year high school reunion party is taking place there at the same time. (107 mins.)
Director: George Armitage