20.
Speed, Speed RacerA manicured brow and a jauntily tied kerchief always makes a bold statement.
19.
Fern, Charlotte's WebAlexa Chung for Madewell.
18.

Smithers, The Simpsons
Very lesbian-magazine-editor in Prada.
17.
Madam Mim, The Sword and the StoneEven as her pre-spell ghouly self, Madam Mim is on-trend with the color blocking.
16.
Mrs. Toad, ThumbelinaVery Nicki Minaj. Her look is so 1970s-revival-of-the-'40s, one of Marc Jacobs' favorite periods.
15.
Louise, Bob's BurgersLouise could have modeled in our Julia Frakes-styled 'Bunnies and Bows' spread.
14.

Poindexter, Felix the Cat
We get major Alber-Elbaz-as-a-mad-scientist vibes from Poindexter.
13.
Fievel, An American Tail. His tunic top and cossack trouser scream YSL's 1976 Ballet Russes collection.
12.
Scar, The Lion King
With villains, chicness is all in the attitude. It doesn't hurt to have Jeremy Irons do your voice, either
With villains, chicness is all in the attitude. It doesn't hurt to have Jeremy Irons do your voice, either
11.

Mr. Toad, The Adventures of Ichabod and Mr. Toad
Anyone with a monocle automatically makes the list. Hear that, Mr. Peanut?
10.
Bianca, The RescuersOld-school Park Avenue at its best.
9.

He-Man and She-Ra, Masters of the Universe; She-Ra: Princess of Power
Very next-season Givenchy.
8.
Maid Marian and Lady Kluck, Robin HoodA fox and a chicken in headgear playing badminton. Enough said.
7.
Dumb Donald, Fat AlbertIf Comme Des Garcons ever did a diffusion line, this is what it would look like.
6.

Boris Badenov and Natasha Fatale (nee Natasha Nogoodnik), Rocky and Bullwinkle
Boris is like the bastard love child of Johnny Cash and Danny Devito. Natasha is very classic-Norma-Kamali.
5.
Anton Ego, RatatouilleTall, dark and gruesome never goes out of style.
4.
Yzma, The Emperor's New GrooveThe bastard offspring of Snow White's wicked Queen and Ursula. She's giving us Devon Aoki in classic, under-the-sea Jeremy Scott
3.
Beast, Beauty and the BeastHello, he's wearing breeches.
2.
The Blue Fairy, PinocchioIf Carole Lombard was a cartoon character, she would be the Blue Fairy. This look borders on being more glamorous than chic, but the gown is very 1930s-Chanel.
1.
Ursula, The Little MermaidProof positive that you don't have to be pretty to be chic. Points for her Roxette-esque locks.
Honorable Mention: Ties and Hats
L-R: Yogi Bear and Boo Boo, The Yogi Bear Show; Peabody, The Rocky and Bullwinkle Show; Huckleberry Hound, The Huckleberry Hound Show.Additional reporting by Vanessa Lavorato and Alexis Swerdloff.