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The best romantic comedies of the 1990s

The top 3 according to 304 votes from people: Groundhog Day (1993) · Four Weddings and a Funeral (1994) · Sleepless in Seattle (1993). (Updated May 13, 2022.)

The rom-com's modern golden age: Meg Ryan, Julia Roberts, Hugh Grant and a few time loops. Ranked from SlashFilm, Collider and BuzzFeed.

matinee_detroit · · 14 items · 304 votes · 1 comment

Top 10

  1. 1

    Groundhog Day (1993)

    A weatherman stuck in a time loop falls for his producer.

    ▲ 37 ▼ 0

    37
  2. 2

    Four Weddings and a Funeral (1994)

    Hugh Grant across five ceremonies.

    ▲ 24 ▼ 3

    21
  3. 3

    Sleepless in Seattle (1993)

    A widower's radio call and Meg Ryan across the country.

    ▲ 23 ▼ 2

    21
  4. 4

    Pretty Woman (1990)

    Vivian and Edward, almost every rom-com trope at once.

    ▲ 23 ▼ 4

    19
  5. 5

    Clueless (1995)

    Cher Horowitz plays matchmaker in Beverly Hills.

    ▲ 20 ▼ 2

    18
  6. 6

    You've Got Mail (1998)

    Rival booksellers who fall in love by email.

    ▲ 20 ▼ 3

    17
  7. 7

    My Best Friend's Wedding (1997)

    Julia Roberts tries to stop a wedding.

    ▲ 18 ▼ 3

    15
  8. 8

    10 Things I Hate About You (1999)

    The Taming of the Shrew in a Seattle high school.

    ▲ 17 ▼ 2

    15
  9. 9

    Notting Hill (1999)

    A film star walks into a London bookshop.

    ▲ 16 ▼ 2

    14
  10. 10

    There's Something About Mary (1998)

    A gross-out rom-com that pushed the genre's limits.

    ▲ 15 ▼ 3

    12

Candidates

They don't make it into the top 10… yet. Vote for them to move them up.

  1. 11

    While You Were Sleeping (1995)

    A token collector mistaken for a man's fiancée.

    ▲ 13 ▼ 3

    10
  2. 12

    Jerry Maguire (1996)

    A sports agent starts over with one client and Dorothy.

    ▲ 15 ▼ 6

    9
  3. 13

    As Good as It Gets (1997)

    A misanthropic writer and a New York waitress.

    ▲ 13 ▼ 4

    9
  4. 14

    The Wedding Singer (1998)

    Adam Sandler and Drew Barrymore in 1985.

    ▲ 8 ▼ 5

    3

How is this ranking ordered? By people's votes: each ▲ adds a point and each ▼ takes one away. Anyone can vote and add what is missing.

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Comments (1)

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versefan_cebu

Groundhog Day as a rom-com at #1, I didn't see that coming but honestly yes

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