Knee Deep Vintage
Lower West Side
Beautifully curated vintage finds from the 1940s–90s in a historic Pilsen storefront. The staff knows their stuff and the prices are fair.
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Vintage Frills
Avondale
Color-coordinated vintage shop stocked with handpicked clothing from the 1950s to 2010s, plus retro décor, cameras, and collectible trinkets. Browse the Red, Pink, Yellow, and Blue rooms for everything from Y2K blazers to 1970s trench coats.
Woolly Mammoth
Ravenswood
Equal parts shop and museum, Woolly Mammoth packs its shelves with vintage taxidermy, skulls, medical antiques, and funerary art. A cabinet of curiosities where everything weird is for sale.
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All activities
Fri, Oct 23 · 5:00 PM
Chicago Rare Book Fair
Quadrangle Club · Hyde Park
$15
Randolph Street Market
Plumbers Hall · Fulton Market District
Original Maxwell Street Market
Little Italy
Warehouse 55
West Town
Swap-O-Rama Flea Markets
Back of the Yards
Vintage House Chicago
Vintage House Chicago · West Town
Pilsen Vintage
Lower West Side
$
Lost Eras - Vintage Clothing | Antiques | Rentals | Jewelry
Rogers Park
Bric-a-Brac Records & Collectibles
Avondale
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Frequently asked questions
Where do I start with Chicago’s live-performance scene?
Check what’s playing at Steppenwolf Theatre Company for theatre, or Sleeping Village for live music. Read about the actual production or listen to the artist before choosing. You don’t need to recognise a name for it to be your kind of evening.
How do I turn a Chicago event into a whole evening?
Choose the show first, then make plans nearby. Leave enough room between dinner and curtain time to enjoy both. Tell me where you’re staying and whether you’re taking transit, and I can help narrow the search to an evening that fits together.
How can Outgoing help me find something I’ll actually want to do?
Tell me when you’re free, where you’ll be, and what sounds appealing. “Live music near me, somewhere I can sit, under $30” gives me more to work with than “something fun.” You can keep narrowing it down with me.
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Outgoing is free to use. Events have their own admission prices, including some that are free. Check the listing for prices and booking details before making plans.