"Newer" doesn't always mean "better."
These Chicago vintage shops are known as the stomping grounds for some of the city's most stylish. Want in on the fun? Here are the best ones around.
Image Via Lost Girl Vintage
1947 W. Chicago Ave. - West Town
2710 N. Sawyer Ave. - Logan Square
Formerly only a mobile store, Lost Girls Vintage has expanded and opened two shops in the city! Shop the same amazing collection that you’ve come to know, but even bigger and better than before. Oh, and you’ll still see the bus making stops at local street fests, once those are back in action.
Photo via Knee deep vintage
1219 W. 18th St. - Pilsen
Pilsen is home to a wealth of top-notch vintage shopping, but Knee Deep stands out as one of our favorites. Cowboys (and cowgirls), rockers and general fashionistas should all feel at home here. The shop is open every day, so why not go find something new and unique today?
Photo Via Instagram/Radpopvintageemporium
5820 N Broadway - Edgewater
A new queer-owned vintage place that doubles as a hair salon! Only open a couple months, this funky store has already fostered plenty of love. Stop by today!
Image via facebook/storebvintagechciago
1472 N. Milwaukee Ave. - Wicker Park
Store B Vintage has resided in its home on Milwaukee Avenue since 2001. That’s, like, 100 in Chicago retail shop years! Take one look at the awesome assortment of vintage goodies and you’ll find out for yourself why it's a staple.
Image Via Facebook/verybestvintage
1346 W. 18th St. - Pilsen
We would also be amiss to not mention Very Best Vintage. After all, it is one of the very best. Cocktail dresses were way cuter back in the day and this is where you'll find proof.
Image Via Kokorokoko
1323 N. Milwaukee Ave. - Wicker Park
Great vintage stores should be one of two things: 1) diverse enough to cover all eras of "vintage" or 2) really, really great at stocking stuff from one era in particular. Kokorokoko is a 90's kid's paradise. This store's t-shirts, jerseys, sunglasses, VHS tapes and more will make you feel like you've time-traveled back to a time when neon and scrunchies ruled the fashion world.
Image Via Ragstock
1459 N. Milwaukee Ave. - Wicker Park
812 W. Belmont Ave. - Lakeview
835 N. Michigan Ave. - Gold Coast
A list of Chicago's best vintage and resale shops wouldn't be right without a mention of Ragstock. It's a no-brainer that this should be your first place to look for throwback looks, costume wear or rock 'n' roll concert t-shirts that you're probably too young to wear.
Image Via Richard's Fabulous Finds
2545 W. North Ave. - Wicker Park
Don't let anyone tell you that the hunt for rockin' vintage finds is a ladies' game. Richard's Fabulous Finds, just east of Humboldt Park, is a menswear store that is an absolute destination next time you're invited to a Mad Men-themed party.
Image via facebook/shangrilavintage
1952 W. Roscoe St. - Roscoe Village
Shangri-La Vintage is indeed a palace of men's and women's styles from the '50s through '80s. Open every Thursday through Monday starting at noon.
Image via Instagram/SeekVintage
1433 W. Chicago Ave. - West Town
Trendy West Town boutique Seek Vintage offers a treasure trove of outrageous style and heirloom quality pieces at accessible prices.
Image via facebook/boneyardchicago
1102 N. Ashland Ave. - West Town
Streetwear. Sneakers. Vintage. Three things that Boneyard Chicago does very well. Walk in, get fitted, walk out then stunt on all your friends.
Image via facebook/losteras
1511 W. Howard St. - Rogers Park
If you find yourself up north and in need of costume or vintage wear, you're not without hope! Lost Eras is actually exactly where you want to be.
image via facebook/dovetail chicago
1452 W. Chicago Ave. - West Town
Dovetail has been around since 2008, so it has been bringing you the best vintage items for over a decade now. Everything is always high-quality and curated so that you’re offered only the best of the best.
image via facebook/nice twice resale shop
1949 W. Chicago Ave. - West Town
We’re all about "reduce and reuse," and so are the folks over at Nice Twice Resale. Breathing new life into lightly used clothing and furniture if the name of the game over there and we’re here for it. Open Tuesday through Sunday, no appointment needed.
Image via Facebook/Fenton Fox
1101 N. California Ave. - Humboldt Park
Located down the block from the Empty Bottle, The Fox Club is the place to go for vintage threads. All of the 1960s/70s/80s retro pieces are arranged by colors of the rainbow, and they even make their own in-house swimwear called Fenton Fox! You can buy a bikini with a print of cigarette butts stuffed in beach sand or a cool old Budweiser t-shirt, all under one roof. The shop is open Friday through Sunday, so make it a weekend trip!
Image Via: Instagram / Round Two Chicago
1501 N. Milwaukee Avenue - Wicker Park
Round Two is a gold mine of vintage shoes, t-shirts, and accessories! Their large selection of cool and hip apparel is ever-growing and has reasonable prices on almost all items!
image via instagram / vintage frills
2846 N. Milwaukee Ave. - Avondale
Recently named best new spot for retro clothing by Chicago Magazine, this Black woman-owned shop is a must-visit. Vintage Frills is like a rainbow turned into the coolest store ever — colorful, magical, and joyful!
image via facebook / consume vintage
3452 S Western Ave - McKinley Park
Consume has tons of sports jerseys and windbreakers on top of classic vintage fins like graphic tees and loudly patterned shirts. They also post some unique finds on their Insta so follow them and claim some styles.
photo via facebook / a secret closet
4617 N. Lincoln Ave. - Lincoln Square
A Secret Closet has been in staple in Lincoln Square since 1998 as a chic store to find used and vintage women's clothing, jewelry, handbags, and shoes. The store updates its website and social media new find frequently so you always know what the vibe is like before you go in.
photo via facebook / anchor baby vintage
4432 N. Kedzie Ave. - Albany Park
Latina-owned Anchor Baby Vintage started as a small pop-up operation in Logan Square, before finding its highly anticipated storefront in Albany Park. It has since infused itself within the neighborhood with a goal to be inclusive to women of all sizes, colors, and orientations.
PHOTO VIA INSTAGRAM / STYLISH SIN CHICAGO
2773 N. Milwaukee Ave - Logan Square
The ultimate fashion paradise, where avant-garde meets affordability! Nestled in the vibrant heart of Logan Square since 2023, they're not just a store; they're a fashion movement. Imagine a curated collection from around the globe, boasting international brands and unique statement pieces that redefine style norms. But wait, there's more—they're diving into design, crafting their distinctive creations that break all the rules. Visit Stylish Sin and join them on their thrilling fashion journey where diversity is celebrated and limits are non-existent. Stylish Sin isn't just a shop; it's an experience, an invitation to embrace your inner fashion maven. Come, explore, and let the fashion revolution begin!
Photo Via Instagram / Apricot Vintage
4108 N. Pulaski Rd - Irving Park
Apricot is a treasure trove of curated retro finds, where bold fashion, unique accessories, and one-of-a-kind pieces turn shopping into an adventure. Step inside and it feels like uncovering a stylish time capsule waiting to be loved again.
Updated August 2025
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