Cuban restaurant · Loop
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"This Latin coffee shop and counter-service eatery is a good bet for a quick breakfast or lunch with Cuban sandwiches and more. Cafecito has three Chicago locations." - Ashok Selvam, Naomi Waxman
Thrift store · Andersonville
Tucked in a charming old theater, this thrift shop offers quality secondhand finds, from clothes to furniture, all while supporting the LGBTQ community.
2 Postcards
Diner · Ravenswood
Bayan Ko Diner in Ravenswood whips up a vibrant fusion of Filipino and Cuban dishes, all served in a welcoming, cozy atmosphere perfect for brunch or a casual dinner.
8 Postcards
Bar · South Loop
VU Rooftop Bar, perched 22 stories above Chicago, offers a lively escape with stunning city views, craft cocktails, and a menu of delightful bar bites.
20 Postcards
Pizza restaurant · Streeterville
Nestled by the river, Robert's Pizza and Dough Co. in Streeterville serves up airy, thin-crust pies with innovative toppings, perfect for al fresco dining.
25 Postcards
Mexican restaurant · Pilsen
Dive into Canto Region, a cozy, cash-only and BYOB haven serving vibrant Mexican dishes in a lively atmosphere that guarantees a deliciously memorable night.
12 Postcards
Modern Indian restaurant · Logan Square
At Superkhana International in Logan Square, indulge in playful Indian-inspired dishes like butter chicken calzones and vibrant naan pizzas in a lively courtyard setting.
57 Postcards
American restaurant · Loop
The Walnut Room at Macy's, a Chicago holiday icon, offers cozy American classics like pot pie under a festive 45-foot Christmas tree.
9 Postcards
Deli · West Town
This cozy deli and sandwich shop shines with artisanal flair, serving fresh, house-made meats and standout sandwiches in a laid-back vibe.
Pizza restaurant · West Town
At Bonci, Chicago's first outpost of the acclaimed Roman pizzeria, experience inventive square-cut slices of flavorful pizza, crafted with seasonal ingredients and served by weight, all in a charmingly snug setting.
16 Postcards
Italian restaurant · River North
Laid-back eatery offering inventive Italian cuisine and wood-fired pizza, plus weekday happy hours.