Social club · West Town
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"A members-only club and hotel offering stylish accommodations and exclusive amenities in the heart of Chicago."
American restaurant · West Town
Cold Storage is a trendy seafood bar within Swift & Sons, serving up impressive raw bars, shellfish towers, and delightful bites in a lively setting.
6 Postcards
Pizza restaurant · Streeterville
Robert’s Pizza & Dough Co. serves expertly crafted thin-crust pies with inventive toppings, all enjoyed best on a scenic riverside patio.
25 Postcards
Pizza restaurant · Ashburn
Since 1932, Vito & Nick's has been a South Side legend crafting crispy, paper-thin, tavern-style pizzas loaded with classic sausage and a splash of Old Style.
24 Postcards
Sandwich shop · Bucktown
Dive into Pork & Mindy’s, Jeff Mauro's casual haven where globally inspired BBQ sandwiches and vibrant flavors create a feel-good dining experience.
5 Postcards
Bar · Humboldt Park
Sportsman’s Club in Ukrainian Village serves solid craft cocktails and beers in a laid-back vintage hunting-lodge setting with a spacious dog-friendly patio.
18 Postcards
Hotel · Near North Side
Funky boutique hotel in River North pumps retro rock vibes with compact, stylish rooms, a hip bar, bakery, and prime spot steps from the Magnificent Mile.
3 Postcards
Women's clothing store · Bucktown
Bucktown boutique Emily’s curates chic women’s fashion, home goods, and global artisan finds for stylish living and gifting.
1 Postcard
Gastropub · Ravenswood
Hopleaf in Andersonville serves standout Belgian-inspired eats like mussels and fries alongside a massive, ever-changing craft beer lineup in a lively 21+ spot.
32 Postcards
Hot dog stand · West Humboldt Park
For over 55 years, Jimmy's Red Hots has been slinging classic Chicago-style hot dogs and polishes—cash only, no ketchup, and fries that keep you coming back.
Restaurant · Noble Square
Step into Bar Biscay, a vibrant Spanish brasserie in West Town where seasonal small plates meet inventive cocktails in a lively atmosphere.