Top 25 Romantic Comedies

The romantic comedy is an often ridiculed genre, but there's a lot of people, including me, who love them! Here are the top 25, my favourites and which are actually good. I may have gone a little off-genre and included some that aren't necessarily pure romantic comedy, but they are still funny and romantic in their own way.
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1.
Annie Hall (1977)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
Neurotic New York comedian Alvy Singer falls in love with the ditzy Annie Hall. (93 mins.)
Director: Woody Allen
“ I still have a hard time calling this a romantic comedy, but it is not only Woody Allen at his best but also romance and comedy at their best. ” - napierslogs
 
2.
Waitress (2007)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
Jenna is a pregnant, unhappily married waitress in the deep south. She meets a newcomer to her town and falls into an unlikely relationship as a last attempt at happiness. (108 mins.)
Director: Adrienne Shelly
“ One of my favourite fims of all time. I don't consider it a romantic comedy, but others do. It is extremely funny and walks the line well between drama and comedy, and Keri Russell plays one of the best characters in the genre. ” - napierslogs
 
3.
High Fidelity (2000)
    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
Rob, a record store owner and compulsive list maker, recounts his top five breakups, including the one in progress. (113 mins.)
Director: Stephen Frears
“ More of a guy's comedy about romance, but Nick Hornby is a fantastic writer, John Cusack play's one of the best male characters in the genre and it is touching and hilarious at the same time. ” - napierslogs
 
4.
The Girl Next Door (2004)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A teenager's dreams come true when a former porn star moves in next door and they fall in love. (108 mins.)
Director: Luke Greenfield
“ The Girl Next Door is a very clever take on the teen genre, it is very funny and Emile Hirsch and Elisha Cuthbert are so great together that you have to call it romance too! ” - napierslogs
 
5.
Before Sunrise (1995)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
A young man and woman meet on a train in Europe, and wind up spending one evening together in Vienna. Unfortunately, both know that this will probably be their only night together. (101 mins.)
“ Not your typical romantic comedy, but genuinely funny and Richard Linklater has written some of the best dialogue ever witnessed on film. ” - napierslogs
 
6.
Kissing Jessica Stein (2001)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
A woman searching for the perfect man instead discovers the perfect woman. (97 mins.)
“ So well written that this is smart and funny, and I couldn't help but fall in love with Jessica Stein. ” - napierslogs
 
7.
Breakfast at Tiffany's (1961)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
A young New York socialite becomes interested in a young man who has moved into her apartment building, but her past threatens to get in the way. (115 mins.)
Director: Blake Edwards
“ Audrey Hepburn in the quintessential romantic comedy heroine role, enough said. ” - napierslogs
 
8.
Imagine Me & You (2005)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A newlywed bride becomes infatuated with another woman, who questions her sexual orientation, promoting a stir among the bride's family and friends. (90 mins.)
Director: Ol Parker
“ I was impressed with how they were able to write characters who behaved rather selfishly and had actions that caused pain to others, and yet you still sympathized with these characters and laughed throughout their journey towards love. ” - napierslogs
 
9.
Forgetting Sarah Marshall (2008)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
Devastated Peter takes a Hawaiian vacation in order to deal with the recent break-up with his TV star girlfriend, Sarah. Little does he know, Sarah's traveling to the same resort as her ex - and she's bringing along her new boyfriend. (111 mins.)
“ More of a guy's comedic romance, but Forgetting Sarah Marshall finally showed that you could write real characters in the genre and keep it hilarious. ” - napierslogs
 
10.
Penelope (2006)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A modern romantic tale about a young aristocratic heiress born under a curse that can only be broken when she finds true love with "one who will accept her as one of their own." (104 mins.)
Director: Mark Palansky
“ Penelope is fairy tale first, so it may not belong on such a list, but you do spend the entire movie hoping that Christina Ricci and James McAvoy find love. ” - napierslogs
 
11.
The Baxter (2005)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
In the style of a Howard Hawks comedy, Baxter follows the twists and turns of a young man's life during the two weeks before his wedding. (91 mins.)
“ The Baxter is one of the best written, self-aware romantic comedies. Romantic comedies that know their genre and knowingly add their take on it. ” - napierslogs
 
12.
Weather Girl (2009)
    1 2 3 4 5 6 7 8 9 10 5.9/10 X  
A Seattle weather girl freaks out on-air over her cheating boyfriend, the morning show anchor, and moves in with her little brother. (92 mins.)
Director: Blayne Weaver
“ Weather Girl is like The Baxter in it's self-awareness, and the tongue-in-cheek lines at the end are not only hilarious, but stay true to the genre. ” - napierslogs
 
13.
Love and Other Disasters (2006)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
An American intern at U.K. Vogue helps her friends find love. (90 mins.)
Director: Alek Keshishian
“ A fast-paced romantic comedy that is all about screenwriting and "Breakfast at Tiffany's". Also has Matthew Rhys in one of the best gay-guy-best-friend roles. ” - napierslogs
 
14.
(500) Days of Summer (2009)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
An offbeat romantic comedy about a woman who doesn't believe true love exists, and the young man who falls for her. (95 mins.)
Director: Marc Webb
“ I had a hard time accepting this as a good film, but once I figured out the twist with Zooey Deschanel's character, I realized its brilliance. And I never had a hard time falling in love with Joseph Gordon-Levitt. ” - napierslogs
 
15.
I Could Never Be Your Woman (2007)
    1 2 3 4 5 6 7 8 9 10 6.1/10 X  
A mother falls for a younger man while her daughter falls in love for the first time. Mother Nature messes with their fates. (97 mins.)
Director: Amy Heckerling
“ Only makes this list because of its comedy, and also because what woman wouldn't want to be with Paul Rudd? ” - napierslogs
 
16.
The Object of My Affection (1998)
    1 2 3 4 5 6 7 8 9 10 6.0/10 X  
A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend. (111 mins.)
Director: Nicholas Hytner
“ This is the first time I fell in love with Paul Rudd. Every cute character is just so irresistable that they make this film actually pretty good. ” - napierslogs
 
17.
Ira & Abby (2006)
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
A hastily married couple quickly devolve into a life of affairs, meddling parents, and therapy. (104 mins.)
Director: Robert Cary
“ Jennifer Westfeldt (of Kissing Jessica Stein fame) has written another great film in her version of the romantic comedy. ” - napierslogs
 
18.
The Truth About Cats & Dogs (1996)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
A successful veternarian & radio show host with low self-esteem asks her model friend to impersonate her when a handsome man wants to see her. (97 mins.)
Director: Michael Lehmann
“ This film so ably created characters that we can all relate to and laugh with them, that it has become a classic in the genre. ” - napierslogs
 
19.
The Invention of Lying (2009)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
A comedy set in a world where no one has ever lied, until a writer seizes the opportunity for personal gain. (100 mins.)
“ The intelligence to the comedy and casting Ricky Gervais as a leading man makes The Invention of Lying absolutely hilarious. ” - napierslogs
 
20.
Knocked Up (2007)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
For fun-loving party animal Ben Stone, the last thing he ever expected was for his one-night stand to show up on his doorstep eight weeks later to tell him she's pregnant with his child. (129 mins.)
Director: Judd Apatow
“ Surprisingly very funny and with surprisingly genuine characters. ” - napierslogs
 
21.
The Switch (2010)
    1 2 3 4 5 6 7 8 9 10 6.1/10 X  
Seven years after the fact, a man comes to the realization that he was the sperm donor for his best friend's boy. (101 mins.)
“ I was surprised by how great of a leading man Jason Bateman is and this film actually is very funny. ” - napierslogs
 
22.
TiMER (2009)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
If a clock could count down to the moment you meet your soul mate, would you want to know? (99 mins.)
Director: Jac Schaeffer
“ A very creative and clever take on the romantic comedy genre. You have to enjoy it for its sheer intelligence. ” - napierslogs
 
23.
Definitely, Maybe (2008)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A political consultant tries to explain his impending divorce and past relationships to his 11-year-old daughter. (112 mins.)
Director: Adam Brooks
“ Really not ground-breaking in any way, but all of the actors are adept at enough in comedy that I find myself completely enjoying it. ” - napierslogs
 
24.
Down with Love (2003)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author. (101 mins.)
Director: Peyton Reed
“ Down with Love is completely ridiculous and over-the-top and that's why it is so much fun. ” - napierslogs
 
25.
Love & Sex (2000)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead... (82 mins.)
Director: Valerie Breiman
“ One of the first films to make me fall in love with the genre. It has enough intelligence, comedy, and romance to make it pretty good. ” - napierslogs