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The 100 Best Romantic Comedies of All Time (Part One)

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#41 As Good As It Gets

Year: 1997

Director: James L. Brooks

Starring: Jack Nicholson and Helen Hunt

My Take: Helen Hunt and Jack Nicholson give great performances in this romantic dramedy and won the best Actor awards to prove it. It’s both funny and an oddly romantic story about a waitress and the bigoted OCD guy she serves.

#42 Adam’s Rib

Year: 1949

Director: George Cukor

Starring: Spencer Tracy and Katharine Hepburn

My Take: One of cinema’s greatest onscreen duos, Hepburn and Tracy sparkle in this story of dueling lawyers who just so happen to also be married.

#43 The Cutting Edge

Year: 1992

Director: Tony Gilroy

Starring: D.B. Sweeney and Moira Kelly

My Take: I’ve always loved this traditional romantic comedy that plays into the familiar story of two people who’s hate for each other slowly turns to love. The story brings together a figure skater and a hockey player to become pair skaters and of course at first they clash. The ending leads to a fantastic performance that always made me more interested in pair skating at the Olympics and what kind of daring feats they’d attempt.

#44 Silver Linings Playbook

https://www.youtube.com/watch?v=Lj5_FhLaaQQ

Year: 2012

Director: David O. Russell

Starring: Bradley Cooper and Jennifer Lawrence

My Take: With an Oscar winning performance from Jennifer Lawrence, an Oscar nominated performance from Bradley Cooper, a fantastic script with wonderful direction, this is not a romantic comedy to ignore. However, don’t be fooled by all the awards it received, it’s still a traditional romantic comedy in every way with wonderfully odd main characters who struggle with personal demons and even mental illness.

#45 The Importance of Being Earnest

Year: 2002

Director: Oliver Parker

Starring: Rupert Everett, Colin Firth, Reese Witherspoon and Frances O’Connor

My Take: This romantic comedy based on Oscar Wilde’s play is a hilarious comedy of two friends using the same pseudonym (Ernest) to romance women. It’s great fun with a brilliant cast.

#46 Say Anything

Year: 1989

Director: Cameron Crowe

Starring: John Cusask and Ione Skye

My Take: This popular romantic comedy about Lloyd Dobler, who’s attempt to date valedictorian Diane Court the summer before she goes off to college, is a real classic with lots of iconic scenes and memorable moments.

#47 Moonstruck

Year: 1987

Director: Norman Jewison

Starring: Cher and Nicolas Cage

My Take: Loretta falls for the brother of her fiance and what follows is a passionate love story including one of Cher’s greatest performances. Cher and Cage have some surprisingly good chemistry.

#48 Something New

Year: 2006

Director: Sanaa Hamri

Starring: Sanaa Lathan and Simon Baker

My Take: This is a smart romantic comedy about an uptight CPA and a free spirited landscaper who fall in love, despite her reservations because he’s white. I enjoyed every minute of this film, in part because of the two’s chemistry and also, Simon Baker is a bit dreamy isn’t he?

#49 Four Weddings and A Funeral

Year: 1994

Director: Mike Newell

Starring: Hugh Grant and Andie MacDowell

My Take: It’s hard not to love this romantic comedy about a British bachelor who falls in love with an American, especially when they share an amazing kiss in the rain.

#50 Sabrina 

Year: 1995

Director: Sydney Pollack

Starring: Harrison Ford, Julia Ormond and Greg Kinnear

My Take: This charming remake follows Sabrina who undergoes a major personal transformation and ends up winning the hearts of two brothers. This movie is very funny and also incredibly romantic. It’s worth watching again and again.

Stay tuned when I share part two of the 100 best romantic comedies of all time. For now, what are your favorite romantic romantic comedies? Sound off in the comments…

 

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By on March 4th, 2015

About Amber Topping

Amber works as a writer and digital publisher full-time and fell in love with stories and imagination at an early age. She has a Humanities and Film Degree from BYU, co-created The Silver Petticoat Review, contributed as a writer to various magazines, and has an MS in Publishing from Pace University, where she received the Publishing Award of Excellence and wrote her thesis on transmedia, Jane Austen, and the romance genre. Her ultimate dreams are publishing books, writing and producing movies, traveling around the world, and forming a creative village of talented storytellers trying to change the world through art.

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8 thoughts on “The 100 Best Romantic Comedies of All Time (Part One)”

  1. This list… so fun! Great introduction article; I love this line: “So do people simple assume that we are too silly minded to understand the difference between fantasy and reality?”

    Lots of favorites here including Penelope, Pretty Woman, The Holiday, Two Weeks Notice, Miss Congeniality, Never Been Kissed! Oh and I’ve been meaning to rent Silver Linings Playbook. Thanks for the reminder. 🙂

  2. I love your list so far! So many great movies. I especially love that you’ve included so many wonderful classics. I don’t know whether you’ll be including this one, but “Libeled Lady” is a really funny, clever screwball comedy from the 1930s and deserves to be in the top hundred.

    • Thanks! I wanted to grab a large variety. 🙂 And I love the classics! And no, I don’t have that one, mainly because I haven’t heard of it surprisingly. I will have to put it on my list to check out. I looked it up now and it sounds like a movie I would love!

  3. Nice, mostly flicks that any fan of the genre would have chosen with a few “dark horses”. the lady does have style.. Just a few thoughts. I’m sure you realize Diane Lane wasn’t the co-star of Annie Hall (-;/, personally, I’d have gone with the original Sabrina, Ormand is delightful, but not Audrey Hepburn and Bogie was better at stoic than Harrison Ford… though the remake still would make my own top 100. I’d like to read your work some day.

    • Thank you! I do realize. Thanks for pointing it out so I could fix. One of those brain relapses I think where you see something in your mind and it comes out differently! Haha. So it is now fixed. 🙂 Anyway, fair point about High Fidelity and Grosse Pointe Blank. I admit to never seeing either. Not sure why. I kind of had the two Sabrina’s at a tie. So the Bogie one is in part 2 at #51. I always liked them equally!

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