A Foodie Weekend in Chicago: Where to Eat & Drink
For people who plan trips around meals — a delicious Chicago weekend of markets, restaurants, and bars.
Numbered pins trace the route in order; a stop without a known location isn’t shown.
SaturdaySat, May 30
≈ 4.5 hrs · 3 stops
Morning

Scofflaw
Sip gin-focused cocktails by the fireplace at Scofflaw, a cozy Logan Square bar.
3201 W Armitage Ave
↳ ≈ 15 min walk

The Whistler
End the night with craft cocktails and live jazz at The Whistler, a tiny Logan Square gem.
2421 N Milwaukee Ave
Afternoon
↳ ≈ 10 min by transit

Pequod's Pizza
Grab a legendary caramelized-crust pan pizza at Pequod's, a local favorite for deep dish.
2207 N Clybourn Ave
SundaySun, May 31
≈ 5.5 hrs · 3 stops
Morning

Wicker Park Farmers Market
Browse local produce and artisan goods at the Wicker Park Farmers Market.
Wicker Park, 1425 N Damen Ave · Wicker Park
↳ ≈ 25 min by transit

Green Mill Cocktail Lounge
Catch live jazz at the historic Green Mill, a 1907 Uptown club with Al Capone lore.
4802 N Broadway
↳ ≈ 40 min by transit

Street Foods of Pilsen Food Tour
Taste your way through Pilsen's celebrated Mexican food scene on a guided food tour.
5 Rabanitos, 1758 W 18th St · Pilsen
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Built from Weekend Hive’s verified local listings — use Directions on any stop to open it in Google Maps.