1. Jessie
   Bo Peep
2. Minnie Mouse
   Ariel

No one sports a red cowgirl hat better than Jessie, Woody's friend in the "Toy Story" movies! The tomboyish cowgirl never goes anywhere without her hat, especially when she's riding Bullseye.

1. Mary Poppins
   Pollyanna
2. Cruella De Vil
   Elizabeth Swann

Mary Poppins' attire wouldn't be complete without her black hat bedecked with flowers. The practically perfect nanny descends from the sky with her floating umbrella and helps the Banks family.

1. Kerchak
   Baloo
2. Abu
   Shere Khan

Abu, Aladdin's incorrigible monkey sidekick, wears a small fez, just like Aladdin himself. It's especially amusing when the Genie transforms Abu into an elephant, and he's still wearing the tiny cap!

1. Jasmine
   Cinderella
2. Rapunzel
   Tiana

Princess Jasmine from "Aladdin" wears her trademark blue headband, which looks stunning against her raven-black hair. The princess even wears it under her hood when disguised as a commoner!

1. Alice
   Wendy
2. Aurora
   Snow White

Alice from "Alice in Wonderland" is unmistakable, with her blue dress, white apron and black ribbon tied in her blonde hair. The imaginative young girl enters a bizarre fantasy land in her dreams.

1. Dumbo
   Little John
2. Pinocchio
   Oliver

Pinocchio is a little puppet boy who wants more than anything to become a real boy, but he'll have to prove himself worthy first. The puppet wears a yellow hat with a blue ribbon and red feather.

1. Belle
   Pocahontas
2. Mulan
   Ariel

In "The Little Mermaid," when Ariel becomes a human to pursue the man of her dreams, Prince Eric, she dons a blue bow for their outing in the kingdom. Eric is apparently smitten with the beautiful lady.

1. Daisy Duck
   Minnie Mouse
2. Lilo
   Cinderella

Minnie Mouse, the object of Mickey Mouse's affection, usually dresses in a red or pink polka-dotted dress with a matching bow. The iconic character first appeared in 1928 and was originally named Minerva!

1. Aurora
   Snow White
2. Cinderella
   Belle

When the Fairy Godmother gives Cinderella a gorgeous outfit for the ball, she includes a sparkling blue headband, which glitters like a tiara on Cinderella's head. Don't forget the glass slippers!

1. Belle
   Tiana
2. Mulan
   Pocahontas

Belle normally wears a blue dress and bow, but for her special date with the Beast, she dons a gorgeous yellow dress with a matching headband. It's obvious that the Beast can't resist her brains and beauty!

1. Genie
   Aladdin
2. Woody
   Donald Duck

Donald Duck's attire wouldn't be complete without his blue sailor hat. The irascible cartoon character is often unintelligible, especially when he's angry, but there's no denying that his outfit is adorable!

1. Jiminy Cricket
   Mad Hatter
2. Ratigan
   Fagin

The Mad Hatter from "Alice in Wonderland" is just one of the many zany characters Alice meets on her adventures. The Mad Hatter wears a large top hat with a price tag on it. Curiouser and curiouser!

1. Mulan
   Jasmine
2. Pocahontas
   Snow White

Mulan courageously takes her elderly father's place in the Chinese Imperial Army, disguising herself as a man to train as a soldier. She wears this helmet in her battle against the invading Huns.

1. Cinderella
   Belle
2. Aurora
   Ariel

Aurora, also known as Sleeping Beauty, goes to live with three fairies in the woods to escape a witch's curse. But when she's 16, it's time for her to return to the castle and take her place as princess.

1. Genie
   Buzz Lightyear
2. Mickey Mouse
   Winnie the Pooh

In "Fantasia," Mickey Mouse stars as the Sorcerer's apprentice, who "borrows" his master's magic hat without permission. The hapless mouse soon realizes that he got in over his head!

1. Peter Pan
   Dumbo
2. Pinocchio
   Lampwick

Peter Pan, the boy who never grows up, wears all green, including this cap with a red feather. The impish boy takes Wendy and her brothers for an unforgettable adventure in Neverland.

1. Ariel
   Snow White
2. Rapunzel
   Belle

The young princess wears a simple red bow in her black hair, giving her an innocent look. Snow White melts the hearts of the seven dwarfs and survives an attack by her evil stepmother!

1. Pluto
   Donald Duck
2. Mickey Mouse
   Goofy

Goofy, the aptly named cartoon dog, wears a rumpled green hat, which matches his gangly and clumsy character. Goofy remains one of Walt Disney's most beloved and recognizable characters. Ayuk!

1. Evil Queen
   Maleficent
2. Lady Tremaine
   Ursula

The Evil Queen, Snow White's wicked stepmother, in her quest to become "the fairest of them all," plots to have Snow White killed. Luckily, though, the queen doesn't come out on top!

1. Jafar
   Frollo
2. Clayton
   Scar

Jafar is the dastardly villain of "Aladdin," the Sultan's grand vizier who plots to steal the throne. Jafar wears this tall, ornate hat with a dazzling red stone as part of his official getup.

1. Esmeralda
   Belle
2. Elsa
   Anna

Esmeralda is the Romani outcast from "The Hunchback of Notre Dame" who beguiles Quasimodo, Phoebus and Frollo alike. The young woman wears a flowing dress and a pink ribbon in her long, dark hair.

1. Anna
   Tiana
2. Cinderella
   Rapunzel

Tiana from "The Princess and the Frog" is a hardworking waitress in Louisiana who kisses a frog prince, only to turn into a frog herself! Luckily, she becomes human again and wears this stunning crown.

1. Aladdin
   Flynn Rider
2. Prince Eric
   Woody

Woody from "Toy Story" is the rootinest, tootinest cowboy in the Wild West! The loyal cowboy doll wears a sheriff's badge, boots and, of course, a cowboy hat as part of his iconic ensemble.

1. Elsa
   Tiana
2. Moana
   Belle

Moana, the daughter of the village chief, knows that she will one day take over as chief and rule the people of Motunui. As such, she wears this ornate headdress for formal ceremonies.

1. King Louie
   Oliver
2. Tuke
   Baloo

In a rousing musical number in "The Jungle Book," Baloo the bear disguises himself as a monkey to rescue Mowgli from King Louie's gang. His ensemble includes coconuts for a mouth and leafy hair!

1. Aurora
   Jane
2. Pocahontas
   Ariel

Jane expects to study gorillas in the jungle, not a man who's grown up with the apes! In "Tarzan," Jane dons this functional yet fashionable hat to explore the dark, dangerous jungle.

1. Ursula
   Mother Gothel
2. Maleficent
   Evil Queen

In "The Little Mermaid," Ursula the sea witch plots to steal King Triton's magic trident by tricking his daughter, Ariel, into a dangerous bargain. When she steals Triton's crown, you know the sea is in trouble!

1. Clayton
   Ratcliffe
2. Frollo
   Jafar

Claude Frollo is the cold, scheming villain of "The Hunchback of Notre Dame," who lusts after the Romani woman Esmeralda. We've gotta say ... Frollo's "Hellfire" is one of the darkest songs in Disney history!

1. Dopey
   Dumbo
2. Grumpy
   Gus

Dopey, the youngest of the seven dwarfs, may not talk, but he shows a lot of joy with his expressive face and wiggly ears! The goofy dwarf wears this tall purple cap whether he's dancing or digging for gems.

1. Frollo
   Ratcliffe
2. McLeach
   Captain Hook

Captain Hook wouldn't be half as menacing without his large pirate hat with its long plume. Of course, Peter Pan has no trouble besting this villainous pirate and feeding his hand to a crocodile!

1. Flynn Rider
   Robin Hood
2. Dodger
   Peter Pan

In Disney's "Robin Hood," the title character, an anthropomorphic fox, wears a green cap with a red feather. The outlaw needs it to go up against the corrupt Prince John and Sheriff of Nottingham.

1. Maui
   Kristoff
2. King Triton
   Hans

Trolls are love experts, according to Kristoff in "Frozen." So when he brings Anna to meet them, they know right away that the pair belong together! They even dress Kristoff in earthy wedding attire!

1. Flik
   Jaq
2. Timothy Q. Mouse
   Jiminy Cricket

Flik the ant is a natural inventor, so it makes sense that he would fashion a hat made of leaves for his journey. Little does he know that his trip is just an excuse for the colony to get rid of him!

1. Dumbo
   Jiminy Cricket
2. Gus
   Timothy Q. Mouse

Without Timothy Q. Mouse stepping in as a friend, protector and father figure, poor Dumbo would be all alone! So it's lucky that Timothy, who wears a red circus outfit, befriends the lonely elephant.

1. John Smith
   Tarzan
2. Aladdin
   Quasimodo

The hapless Quasimodo of "The Hunchback of Notre Dame" longs to be accepted, despite his unusual appearance. So when he's crowned as the King of Fools, wearing this jester hat, he's truly excited.

1. Aladdin
   Prince Eric
2. Prince Phillip
   Kristoff

To win the love of Princess Jasmine, Aladdin asks the Genie to turn him into a prince. Then, disguised as Prince Ali Ababwa, he parades through the kingdom with all his finery and riches.

1. Woody
   Mr. Potato Head
2. Buzz Lightyear
   Slinky Dog

Poor Buzz! After learning he's actually a toy and experiencing an identity crisis, Buzz Lightyear falls into the hands of Hannah, who dresses him up as Mrs. Nesbitt for a tea party. Oh, the indignity!

1. Lady Kluck
   Maid Marian
2. Duchess
   Nala

Maid Marian is Robin Hood's one true love, and she loves him back, despite his outlaw status. Once King Richard returns from war, he blesses their marriage. Oo-de-lally, golly, what a day!

1. Zeus
   Hermes
2. Hades
   Hercules

Hermes is one of the gods of Greek mythology who appears in "Hercules." The flying messenger god wears this groovy hat to set off his tunic, staff, purple glasses and winged sandals.

1. Moana
   Maleficent
2. Widow Tweed
   Mother Gothel

In "The Fox and the Hound," Tod's adoptive mother, Widow Tweed, mostly wears simple attire, like big, clunky boots. She works on a small farm, after all! But when she dresses up, she dons this purple hat for a little style!