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20+ Best Chick Flicks From the 80s & 90s

Chick flicks from the 80s & 90s are some of the most classic films ever, and they remain favorites for many people around the world. Whether you’re looking for a feel-good movie night or just want to relive some of your favorite moments from these movies, there are plenty of great chick flicks from these decades that you can enjoy.

Chick Flicks From the 80s & 90s

Say Anything...
  • Amazon Prime Video (Video on Demand)
  • John Mahoney, John Cusack, Ione Skye (Actors)

Say Anything… (1989)

John Cusack stars as an aimless high-school graduate who tries to win the hand of the class brain in this teen classic.

The Princess Bride
  • Amazon Prime Video (Video on Demand)
  • Cary Elwes, Mandy Patinkin, Chris Sarandon (Actors)

The Princess Bride (1987)

You've yet to hear the tale? Inconceivable! Join Westley (Carey Elwes) on his epic adventure to rescue the fair Buttercup (Robin Wright) from the clutches of the evil Prince Humperdinck (Chris Sarandon) in director Rob Reiner's delightful classic!

Can't Buy Me Love
  • Amazon Prime Video (Video on Demand)
  • Patrick Dempsey, Amanda Peterson, Courtney Gains (Actors)

Can't Buy Me Love (1987)

Nerdy high schooler Ronald Miller (Patrick Dempsey) rescues cheerleader Cindy Mancini (Amanda Peterson) from parental punishment after she accidentally destroys her mother's designer clothes. Ronald agrees to pay for the $1,000 outfit on one condition: that she will act as though they're a couple for an entire month.

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As the days pass, however, Cindy grows fond of Ronald, making him popular. But when Ronald's former best friend gets left behind, he realizes that social success isn't everything.

Dirty Dancing
  • Amazon Prime Video (Video on Demand)
  • Jennifer Grey, Patrick Swayze, Jerry Orbach (Actors)

Dirty Dancing (I) (1987)

Baby (Jennifer Grey) is one listless summer away from the Peace Corps. Hoping to enjoy her youth while it lasts, she's disappointed when her summer plans deposit her at a sleepy resort in the Catskills with her parents.

Her luck turns around, however, when the resort's dance instructor, Johnny (Patrick Swayze), enlists Baby as his new partner, and the two fall in love. Baby's father forbids her from seeing Johnny, but she's determined to help him perform the last big dance of the summer.

The Breakfast Club
  • Amazon Prime Video (Video on Demand)
  • Emilio Estevez, Judd Nelson, Molly Ringwald (Actors)

The Breakfast Club (1985)

Five high school students from different walks of life endure a Saturday detention under a power-hungry principal. The disparate group includes rebel John, princess Claire, outcast Allison, brainy Brian, and Andrew, the jock.

Each has a chance to tell his or her story, making the others see them a little differently and when the day ends, they question whether the school will ever be the same.

  • Amazon Prime Video (Video on Demand)
  • Cher, Nicolas Cage, Vincent Gardenia (Actors)

Moonstruck (1987)

In her Academy Award winning role, Cher, while waiting for her timid fiance to decide between her and his mother, falls in love with her fiance's estranged brother (Nicolas Cage), a bakery worker with a love of opera and life. Supporting actress Olympia Dukakis and screenwriter John Patrick Shanley also won Oscars in this comedy classic.

Pretty in Pink
  • Amazon Prime Video (Video on Demand)
  • Molly Ringwald, Andrew McCarthy, James Spader (Actors)

Pretty in Pink (1986)

Andie (Molly Ringwald) is an outcast at her Chicago high school, hanging out either with her older boss (Annie Potts), who owns the record store where she works, or her quirky classmate Duckie (Jon Cryer), who has a crush on her.

RELATED:  30 Best Rom Coms From the 80s & 90s

When one of the rich and popular kids at school, Blane (Andrew McCarthy), asks Andie out, it seems too good to be true. As Andie starts falling for Blane, she begins to realize that dating someone from a different social sphere is not easy.

Steel Magnolias
  • Amazon Prime Video (Video on Demand)
  • Sally Field, Dolly Parton, Shirley MacLaine (Actors)

Steel Magnolias (1989)

A wedding is about to take place. The bride is Shelby (Julia Roberts), and her mother, M'Lynn (Sally Field), would do anything for her. Dolly Parton plays Truvy, the owner of the beauty parlor. They provide each other with friendship.

When Harry Met Sally
  • Amazon Prime Video (Video on Demand)
  • Billy Crystal, Meg Ryan, Carrie Fisher (Actors)

When Harry Met Sally… (1989)

In 1977, college graduates Harry Burns (Billy Crystal) and Sally Albright (Meg Ryan) share a contentious car ride from Chicago to New York, during which they argue about whether men and women can ever truly be strictly platonic friends.

Ten years later, Harry and Sally meet again at a bookstore, and in the company of their respective best friends, Jess (Bruno Kirby) and Marie (Carrie Fisher), attempt to stay friends without sex becoming an issue between them.

The Jewel Of The Nile
  • Amazon Prime Video (Video on Demand)
  • Michael Douglas, Kathleen Turner, Danny DeVito (Actors)

The Jewel of the Nile (1985)

Novelist Joan Wilder (Kathleen Turner) is living with her adventurer boyfriend Jack Colton (Michael Douglas) on his yacht. But she leaves when Omar (Spiros Focas), the head of a North African nation, asks her to visit his country and write about him.

Jack intends to go on a pleasure cruise to Greece, but when he learns that Joan is a pawn in Omar's quest to polish his image and gain greater power, he partners with continent-hopping criminal Ralph (Danny DeVito) in a quest to free her.

RELATED:  30 Best Rom Coms From the 80s & 90s

The Wedding Singer
  • Amazon Prime Video (Video on Demand)
  • Adam Sandler, Drew Barrymore, Christine Taylor (Actors)

The Wedding Singer (1998)

It's 1985 and Adam Sandler is the ultimate master of ceremonies…until he is left at the altar at his own wedding.

  • Amazon Prime Video (Video on Demand)
  • Alicia Silverstone, Stacey Dash, Brittany Murphy (Actors)

Clueless (1995)

Cher's world unravels with the sudden appearance of two hunks: a sexy new classmate, and her square but cute ex-stepbrother. Now she's learning that when it comes to love, she's Clueless.

Four Weddings and a Funeral
  • Amazon Prime Video (Video on Demand)
  • Hugh Grant, Andie MacDowell, Kristin Scott Thomas (Actors)

Four Weddings and a Funeral (1994)

Love-struck Englishman Hugh Grant pursues the heart of lovely American Andie MacDowell through the five events of the title.

Drive Me Crazy
  • Amazon Prime Video (Video on Demand)
  • Melissa Joan Hart, Adrian Grenier, Stephen Collins (Actors)

Drive Me Crazy (1999)

A popular girl and a teen geek come up with a plan to win back their exes in this engaging romantic comedy.

Picture Perfect
  • Amazon Prime Video (Video on Demand)
  • Jennifer Aniston, Jay Mohr, Kevin Bacon (Actors)

Picture Perfect (1997)

An ambitious advertising exec is deemed too unstable for a promotion – so she asks a young man to pose as her fiancée in order to appear more grounded. But what happens when true love enters the scene? With Kevin Bacon.

She's All That
  • Amazon Prime Video (Video on Demand)
  • Freddie PrinzeJr., Paul Walker, Anna Paquin (Actors)

She's All That (1999)

In this hit teen RomCom, Freddie Prinze, Jr. is a jock dumped by his girlfriend right before prom. His ego takes control, boasting and betting that he can turn any girl into the ultimate Prom Queen.

Though it appears things may be hopeless for the school nerd Laney Boggs (Rachael Leigh Cook), fate intervenes and turns an initially deceitful attraction into a genuine romance.

One Fine Day (1996)

New Yorkers Michelle Pfeiffer and George Clooney meet, fight and fall in love–all in one day–in this breezy romantic comedy. | Stream on Hulu

While You Were Sleeping
  • Amazon Prime Video (Video on Demand)
  • Bill Pullman, Jack Warden, Sandra Bullock (Actors)

While You Were Sleeping (1995)

Sandra Bullock and Bill Pullman star in this romantic comedy about a Chicago transit worker who mistakenly leads a family to believe she's the fiancee of their comatose son.

Sleepless in Seattle
  • Amazon Prime Video (Video on Demand)
  • Tom Hanks, Meg Ryan, Ross Malinger (Actors)

Sleepless in Seattle (1993)

Tom Hanks stars as Sam Baldwin, a widowed father who, thanks to the wiles of his worried son, becomes a reluctant guest on a radio call-in show. Meanwhile, inspired in equal parts by Sam's story and by classic Hollywood romance, writer Annie Reed (Ryan) becomes convinced that it's her destiny to meet Sam.

Shakespeare In Love
  • Amazon Prime Video (Video on Demand)
  • Gwyneth Paltrow, Joseph Fiennes, Geoffrey Rush (Actors)

Shakespeare in Love (1998)

When Will Shakespeare needs passionate inspiration to break a bad case of writer's block, a secret romance with the beautiful Lady Viola starts the words flowing like never before.

Reality Bites
  • Amazon Prime Video (Video on Demand)
  • Winona Ryder, Ethan Hawke, Ben Stiller (Actors)

Reality Bites (1994)

Four Generation X friends must deal with the realities of finding love, jobs, and the meaning of life.

Click here to download this printable.

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