Pizza restaurant · South Loop
7
"This tavern-style pizza specialist near Soldier Field has two outdoor dining areas. While the upper deck lacks heat, the lower is toasty, even during the winter." - Naomi Waxman, Ashok Selvam
Italian restaurant · Heart of Chicago
Casual eatery serving large plates of Italian favorites from Tuscan family recipes since 1979.
2 Postcards
Bar · River North
Nestled beneath the Green Door Tavern, this hidden speakeasy offers craft cocktails, tarot-inspired drink menus, and lively burlesque shows in an intimate setting.
8 Postcards
Steak house · Loop
This upscale steakhouse couples classic dishes with a luxe vibe, featuring perfectly cooked steaks and a chic patio for cigar lovers.
23 Postcards
Hotel · Streeterville
Step into The Drake, a chic blend of 1920s elegance and modern comforts, where stunning lake views meet warm hospitality right on the Magnificent Mile.
4 Postcards
Deli · Lincoln Square
This sausage market delights with over 40 varieties, a killer selection of imported foods, and a cozy rooftop bar for warm summer hangouts.
15 Postcards
Donut shop · Little Italy
Chill cafe serving up delightful Japanese-style donuts, Korean corn dogs, and customizable bubble teas, all in a cute seating area perfect for pics.
3 Postcards
Chinese restaurant · Bridgeport
A sizable Chinese menu served in a minimalist dining room with lanterns, Wi-Fi & lazy Susans.
Fine dining restaurant · West Town
Next is a high-end culinary haven where Grant Achatz serves innovative tasting menus that pay homage to legendary chefs like Charlie Trotter.
35 Postcards
Bar · River West
Hip corner bar in a vintage building serving premium cocktails in a narrow, intimate space.
6 Postcards
Cafe · Logan Square
Hip hangout offering coffee, local microbrews & light bites in chill quarters with an eclectic look.