Elle Woods
If you're a Legally Blonde aficionado (who isn't?), you already know that Elle Woods loves her some hot pink. Something tells us you'll be able to wear this cool girl suit to the office for a big meeting, or as separates for a more casual vibe.
Mia Wallace
If you feel like prancing around town for the evening a la Mia Wallace in Pulp Fiction, you're going to need the proper ensemble. The essential item: A crisp white shirt, which, luckily, is a solid staple piece you should have in your closet, regardless.
Everlane The Relaxed Poplin Shirt, $65
Sandra Dee
Sandra Dee's all-black hot pants look at the end of Grease is every girl's dream Halloween situation (is it not?). Bonus: Leather leggings are one of the hottest fall trends, so splurging for the sake of your costume hardly feels like a bad idea.
Vivian Ward
If low key is your thing (read: foregoing skintight getups for something comfy and casual), channel Vivian Ward from the opening scene of Pretty Woman. No, we're not taking about her blue and white mini dress or knee-high boots, but, rather, the chic smoking coat she wears over it. IRL you can wear this bad boy around the house, out to dinner or anywhere, really.
Mrs. Robinson
If you've seen The Graduate, you know that Mrs. Robinson is basically the OG older woman. She's classy, cool and makes one hell of a Halloween costume. To get the look, you'll need a bold leopard coat, which just so happens to pair well with the rest of your fall wardrobe (bless).
Mary Poppins
Mary Poppins is the epitome of prim and proper, so it's tough to think that her over-the-top getups would work in your IRL. But, if you notice, she's a big fan of the red necktie. To translate for your day-to-day, just grab a trendy blouse that sports the same vivid shade at the neck.
Annie Hall
If you want to go the more androgynous route this Halloween, why not go for the Annie Hall look? Sure you can wear gross old khakis you'll never wear again, or you can invest in a chic silky take that you'll want whip out for date night and beyond.
Rachel Comey Cleric Pant, $385
Holly Golightly
Whether you've seen Breakfast at Tiffany's or not, you know this iconic Holly Golightly ensemble. Pearls and sunnies are a must, yes. But more importantly you'll need that classic LBD. We don't have to tell you this is money well spent–you can literally wear it anywhere.
The Craft
If you're going the group costume route, we strongly suggest trying to emulate the bewitching school-girl clan from The Craft. Besides, plaid skirts are so very 2017. So go ahead and splurge on one you'll wear all season-long.