Whimsical Award-Winning Films
Playful, inventive films with a light touch and a strange, lovely logic of their own.
The most awarded is It Happened One Night (1934), with 5 wins, followed by The Thief of Bagdad (3) and Here Comes Mr. Jordan (2). Among them, 19 won at least one Oscar, 1 won a prize at Cannes and 1 won a prize at the Berlinale. They were released between 1927 and 2002.
56 films recognised at the Oscars, the Golden Globes, Cannes or the Berlinale carry this mood. Ranked by wins. Moods are tagged automatically for each film, so treat them as a guide. Other moods.
Last updated
Whimsical films, most awarded first

It Happened One Night
1934 · 1h 45m
Comedy · Romance

The Thief of Bagdad
1940 · 1h 47m
Adventure · Fantasy · Romance

Here Comes Mr. Jordan
1941 · 1h 34m
Comedy · Fantasy · Romance

A Midsummer Night's Dream
1935 · 2h 23m
Fantasy · Romance · Comedy

The Man Without a Past
2002 · 1h 37m
Comedy · Drama · Romance

Pinocchio
1940 · 1h 28m
Family · Fantasy

Spirited Away
2001 · 2h 5m
Family · Fantasy

The Gay Divorcee
1934 · 1h 45m
Comedy · Romance

Street Angel
1928 · 1h 42m
Drama · Romance

Dumbo
1941 · 1h 4m
Family

Fantasia
1940 · 2h 4m
Family · Fantasy

Flowers and Trees
1932 · 8m
Music · Romance · Comedy · Thriller

Lend a Paw
1941 · 8m
Family

The ChubbChubbs!
2002 · 5m
Sci-Fi · Comedy

The Circus
1928 · 1h 12m
Comedy · Romance · Drama

The Merry Widow
1934 · 1h 39m
Comedy · Music · Romance

The Milky Way
1940 · 8m
Fantasy · Family · Comedy

The Music Box
1932 · 29m
Comedy

The Tortoise and the Hare
1935 · 9m
Family · Fantasy

Three Little Pigs
1933 · 8m
Music · Comedy · Family

Lady for a Day
1933 · 1h 36m
Comedy · Drama

Spring Parade
1940 · 1h 29m
Comedy · Music

Top Hat
1935 · 1h 39m
Music · Comedy · Romance

All-American Co-Ed
1941 · 49m
Comedy · Music

Louisiana Purchase
1941 · 1h 38m
Comedy · Music

State Fair
1933 · 1h 37m
Comedy · Drama

The Blue Bird
1940 · 1h 28m
Family · Fantasy · Adventure · Comedy

The Boys from Syracuse
1940 · 1h 13m
Comedy · Music

A Preferred List
1933 · 20m
Comedy

Adventure in the Bronx
1941 · 12m

All the King's Horses
1935 · 1h 27m
Comedy · Romance · Music

Appointment for Love
1941 · 1h 29m
Comedy · Romance

Berkeley Square
1933 · 1h 24m
Fantasy · Romance

Boogie Woogie Bugle Boy of Company "B"
1941 · 7m

Building a Building
1933 · 7m
Comedy

Flying Down to Rio
1933 · 1h 29m
Comedy · Romance

Hiawatha's Rabbit Hunt
1941 · 8m
Comedy · Western

Holiday Land
1934 · 8m
Family

Ice-Capades
1941 · 1h 28m
Comedy · Music · Romance

It's Got Me Again!
1932 · 7m
Comedy · Music

Jolly Little Elves
1934 · 9m
Music · Comedy

Lilo & Stitch
2002 · 1h 25m
Family · Comedy · Sci-Fi

Menu
1933 · 10m
Comedy · Fantasy

Mickey's Orphans
1931 · 7m
Comedy

Mike's New Car
2002 · 3m
Comedy · Family

Mister Mugg
1933 · 20m
Comedy

Mount Head
2002 · 10m
Comedy · Fantasy

Rhapsody in Rivets
1941 · 8m
Comedy · Music

Rhythm in the Ranks
1941 · 10m

Speedy
1928 · 1h 26m
Comedy · Action

The Big Broadcast of 1936
1935 · 1h 38m
Music

The Merry Old Soul
1933 · 8m

The Private Life of Helen of Troy
1927 · 1h 27m
Comedy

The Richest Girl in the World
1934 · 1h 11m
Comedy · Romance

Too Many Husbands
1940 · 1h 21m
Comedy · Romance

You'll Find Out
1940 · 1h 37m
Comedy · Horror · Romance · Music · Mystery