8 Chicago Vintage Stores Where You Can Find an Ugly Christmas Sweater

December 20 is National Ugly Christmas Sweater Day! And the vintage stores in Chicago are stocked full of ’em.

We thought you might want to pick up that last-minute ugly sweater before Christmas ends and we all return back to our dull lives. Besides, with the holidays coming to a close, vintage stores like these are begging for Christmas fanatics like you to stop by their shop.


So here are eight cool vintage stores that have the perfect ugly Christmas sweater waiting for you!


ugly christmas sweater
Photo credit: Kokorokoko Instagram

1323 North Milwaukee Avenue


Let the neon lights call you in. This colorful, retro shop in Wicker Park, is a fun place to find some affordable ’80s and ’90s wear. They might even have the funkiest Christmas sweater you’ll find.

Knee Deep Vintage

vintage stores
Photo credit: Knee Deep Vintage Instagram

1219 West 18th Street


Knee Deep Vintage, located in the heart of Pilsen, is a beautiful blend of chic and hipster. With their wide selection, you can find a plethora of custom clothes from different eras. It’s a vintage shop that has a little something for everyone, even that ugly Christmas sweater you need.

Mercy Beaucoup Resale Boutique

vintage stores
Photo Credit: Mercy Beaucoup Resale Boutique Facebook

1545 North Wells Street


Shop here for a potential ugly Christmas sweater, while also supporting a cause. With every dollar you give to their Mercy Home For Boys & Girls charity, they’ll match it. It’s a cozy, gently-worn establishment with affordable, and good quality wear.

The Brown Elephant

ugly christmas sweater
Photo Credit: Brown Elephant Instagram

Multiple Locations 


The Brown Elephant is a welcoming vintage shop for good finds on a variety of clothing and household options, including ugly Christmas sweaters. Another benefit of getting your sweater here is that all proceeds go Howard Brown Health foundation, the nation’s largest LGBTQ+ organization.

Very Best Vintage

ugly christmas sweater vintage stores
Photo Credit: Very Best Vintage Facebook

1346 West 18th Street 


Very Best Vintage is a cute and quaint shop located on a fun strip. Their fashions range from the ’50s to the ’90s, and with their wide selection, there’s no doubt you won’t find exactly what you need.


ugly christmas sweater
Photo credit: Ragstock Instagram

Multiple Locations


Prepare for your ugly Christmas sweater party with Ragstock’s 50-percent off sale on Christmas sweaters. This vintage gem in Wicker Park caters to the neighborhood with its definite, trendy styles. They’re also noted for having a great selection of men’s clothing.

JuJu’s Vintage Antique and Resale Shoppe

JuJu's Vintage Antique and Resale Shoppe
Photo credit: JuJu’s Vintage Antique and Resale Shoppe

7214 Harlem Avenue

As one of Chicago’s oldest vintage shops, Juju’s is quite the vibrant and wonky place to explore. They’re little but lively and this holiday, they’re sparkling with all kinds of seasonal favorites.

Rad Vintage

ugly christmas sweater
Photo Credit: Rad Vintage

1432 W Chicago Ave

With select vintage pieces that will upgrade your wardrobe, whatever you choose, Rad Vintage is bound to have an ugly Christmas sweater in the mix that’s perfect for this year’s office holiday party.


Know any cool vintage shops? Let us know below!


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