Motel · River North
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"From Chicago’s circa-1960 Ohio House Motel, which also promise updated decor and modern conveniences."
Pizza restaurant · Heart of Chicago
Bob's Pizza serves up a Chicago twist on classic comfort food with their unique "Pilsen-style" pies, featuring a beer-infused crust that's foldable and crispy, alongside standout specialty options like the delightful pickle pizza.
9 Postcards
Restaurant · Gage Park
Carnitas Uruapan offers radiant industrial charm while serving up some of Chicago's best Michoacán-style carnitas, perfect for feeding a crowd or satisfying solo cravings.
14 Postcards
Cocktail bar · Near North Side
Tucked away in a River North alley, this sleek tiki bar serves strong rum cocktails in vibrant ceramic mugs with a cool island vibe.
26 Postcards
Hotel · New Eastside
Set in Chicago’s tallest female-designed skyscraper, the St. Regis offers sleek rooms with stunning river views, top-notch spa, stellar dining, and attentive butler service.
13 Postcards
Mexican restaurant · Logan Square
Lonesome Rose serves creative Tex-Mex eats and craft cocktails in a bright, plant-filled Logan Square spot with a rooftop and basement bar.
36 Postcards
Restaurant · Marquette Park
Granny B’s serves up hearty soul food and breakfast in a cozy, kid-friendly spot that locals adore, reminiscent of a warm weekend at grandma's.
1 Postcard
Cocktail bar · Wicker Park
The Violet Hour is Chicago's iconic speakeasy in Wicker Park serving expertly crafted, innovative cocktails in a dimly lit, intimate lounge.
41 Postcards
Spanish restaurant · River North
Discover a vibrant slice of Spain at Jaleo, José Andrés's River North tapas joint where the small plates, paellas, and sangrias turn every meal into a fun, shared adventure.
19 Postcards
Cuban restaurant · Humboldt Park
Dive into the vibrant world of 1492 Cuban Fusion Cafe, where the lively atmosphere meets delicious Cuban classics like ropa vieja and guava pastelitos, all served in a cozy, colorful setting—plus, it’s BYOB!
3 Postcards
Restaurant · Ranch Triangle
Sushi-san in Lincoln Park serves vibrant sushi and robata-grilled meats in a lively atmosphere with a side of hip-hop and inventive drinks.
8 Postcards