Pinterest Hidden Image

Show your Gilmore Girls fandom with this Rory Gilmore Chilton uniform costume. This beloved book-loving heroine is best known for wearing her Chilton uniform. You’ll embody the charm of everyone’s favorite Stars Hollow resident on Halloween and beyond. Learn how easy and cheap it is to DIY below.

collage: rory gilmore chilton Costume

Why You’ll Love These Rory Gilmore Costume Ideas

Rory Gilmore’s Chilton school uniform is instantly recognizable to fans of Gilmore Girls, offering a perfect blend of nostalgia for the show and its popular early episodes. This preppy style is easy to assemble and comfortable to wear, making it a versatile choice to dress up for Halloween events.

I found most of these items for this Rory Gilmore costume on Amazon for quick and easy purchase. You can also pull some similar items from your closet to create this costume!

Rory Gilmore Halloween Costume: Recreating The Chilton Uniform

collage of woman wearing rory gilmore costume.
My Rory Gilmore Costume

Rory Gilmore Chilton Uniform Skirt

A top seller with readers of The Literary Lifestyle!

The most recognizable Rory Gilmore Halloween costume is undoubtedly the Chilton uniform from Gilmore Girls (with “the Rory Gilmore sweater” coming in second place, of course). It consists of some “musts” and some fun optional pieces.

The first “must” is this specific blue plaid pleated skirt. I found it on Amazon, and I purchased it myself to test it out. It works perfectly for the Rory Gilmore uniform and is of great quality, but I recommend that you size WAY up.

Oxford Blouse

The second “must” for the Rory Gilmore Chilton uniform is an oxford blouse. Since this is a staple wardrobe piece, I recommend buying one you can wear again and again, like the above bestseller.

Lands’ End also has classic, affordable options that are “no iron.”

I wore my favorite classic Ralph Lauren blue oxford button-down shirt from my closet when I wore this costume.

Rory Gilmore Chilton Uniform Blazer Options

Now, let’s discuss options for your Rory Gilmore costume. Over her oxford shirt, Rory has worn such styles as a sweater vest and a wool cardigan sweater with the Chilton logo. She has also occasionally worn a crisscross tie.

You can also pull similar items from your closet in grey and blue tones. Personally, I wore my own favorite J.Crew Factory blazer jacket with this costume.

Saddle Uniform Shoes and Knee Socks

On the bottom of Rory Gilmore’s school uniform, she wears such options as white knee socks (or tights from your closet in grey, navy, or white) and saddle shoes (although I think you can really wear any modest ballet flats that are already in your closet — I did!).


Lastly, accessories always make the costume, if you ask me! If you want to accessorize your Rory Gilmore Halloween costume, you can carry a Luke’s mug, Yale pennant, yellow Jansport backpack and/or Rory’s favorite book, Anna Karenina.

Frequently Asked Questions

What is Rory’s Halloween costume?

A Rory Gilmore Halloween costume inspired by her Chilton uniform includes a blue plaid pleated skirt, oxford blouse, crisscross tie, navy blazer with the Chilton logo, white knee socks, saddle shoes, and a yellow Jansport backpack.

What type of clothes does Rory Gilmore wear?

Rory Gilmore is known for wearing her Chilton school uniform, a fisherman’s sweater, and other preppy New England styles from the early 2000s, like sherpa, corduroy, flared jeans, turtlenecks, headbands, mini skirts, and Converse sneakers.

Who did Rory dress up as?

In season 1, episode 14 of Gilmore Girls, Rory dressed up as Donna Reed to impress her boyfriend, Dean. In season 5, episode 16, she dressed up as Gogo Yubari from Kill Bill, while her boyfriend Logan dressed as Butch from Pulp Fiction for a Quentin Tarantino party.


This easy Rory Gilmore Halloween costume is a cute nod to the New England prep school charm of Stars Hollow and the coming-of-age tales from Gilmore Girls. Perfect for those looking to embody the essence of the witty, book-loving, coffee-drinking Chilton and Yale student, this ensemble speaks to fans of the show and lovers of early 2000s nostalgia alike.

If you loved this Rory Gilmore school uniform costume, you will love these posts including more Gilmore Girls costumes:

get a free rory gilmore book list


Get your printable PDF checklist of all 500+ books on the list when you subscribe to The Literary Lifestyle’s free email newsletter community.

Save This Post Form

Save This Post!

Email yourself a link to this post so you can come back to it later.

By saving, you agree to receive email updates. Unsubscribe at any time.

Leave a Comment or Question

Your email address will not be published. Required fields are marked *