Lounge · West Town
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"It has a homey ambiance; plus, complimentary slippers and a bottle of champagne are served on arrival." - Travel + Leisure Editors
Bar · Humboldt Park
Nestled in Ukrainian Village, Sportsman’s Club blends a vintage hunting lodge aesthetic with crafted cocktails and a spacious patio ideal for chill gatherings.
18 Postcards
Coffee shop · Near North Side
Experience a coffee enthusiast's dream at Chicago's towering Starbucks Reserve Roastery, an Art Deco-inspired five-story temple of brews, bites, and beautiful skyline views, complete with a cocktail bar and exclusive merchandise.
11 Postcards
Restaurant · Loop
Venteux is a stylish French brasserie in the Pendry Hotel that serves mouthwatering classics like steak frites and oysters, all with a lively atmosphere that feels fresh and inviting.
20 Postcards
Bar · Pilsen
Hidden in Pilsen, this cozy dive bar hums with vibrant energy and a killer craft beer selection, perfect for karaoke, dancing, or just hanging out.
1 Postcard
Restaurant · West Town
Recess in the West Loop is a sprawling, vibrant playground for adults, featuring a massive patio with games, creative cocktails, and a lively atmosphere perfect for any celebration.
32 Postcards
American restaurant · Streeterville
The Hampton Social is a breezy, coastal-inspired spot where you can enjoy fresh seafood and creative cocktails in a stylish, laid-back atmosphere that feels perfect for brunch or a lively night out.
2 Postcards
Steak house · Park West
Butcher and the Bear is the cozy spot in Chicago where upscale dining meets a warm vibe, serving up impeccable steaks and crafted cocktails.
5 Postcards
American restaurant · Edgewater
M. Henry is a cozy brunch haven in Andersonville, serving up comforting twists on American classics like fluffy pancakes and the famed Fannie’s egg sandwich.
13 Postcards
Bakery · Logan Square
A vibrant haven for inventive Asian pastries and coffee by day, transforming into a lively restaurant-bar with bold flavors by night.
30 Postcards
Italian restaurant · Loop
This Italian joint sports classic checkered tablecloths and serves up bustling beef sandwiches and pizza in a playful, themed decor.