Cuban restaurant · Loop
2
"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
New American restaurant · Pilsen
In a quirky, historic setting, this upscale tavern serves inventive pub fare and craft beers, perfect for a pre-show bite or cozy dinner.
40 Postcards
Bar & grill · Pilsen
Simone's in Pilsen is a quirky, eco-conscious bar filled with reclaimed decor, serving up craft beers and delicious Mexican-inspired bites in a lively atmosphere.
6 Postcards
Comedy club · Old Town Triangle
The Second City is Chicago's legendary comedy hub, showcasing uproarious improv and sketch acts that have launched the careers of icons like Tina Fey and Bill Murray.
11 Postcards
Hamburger restaurant · Streeterville
This trendy spot serves up creative burgers, housemade sodas, and craft cocktails, with a beer selection that hits the mark every time.
3 Postcards
Hotel · Old Town Triangle
Nestled in Lincoln Park, this vintage-style hotel dazzles with quirky decor, local art, and a rooftop bar that boasts stunning lake views.
2 Postcards
Irish pub · West Town
The Irish Nobleman in West Town combines cozy, wood-paneled charm with hearty pub fare and ample TVs for sports, making it a neighborhood favorite.
Mexican restaurant · West Town
Step into Cruz Blanca, a lively West Loop brewpub where flavorful tacos meet craft beer vibes, making it a go-to spot for casual hangouts.
18 Postcards
Butcher shop · Bucktown
"Chicago's premier whole animal butcher shop. Let our butchers help find the right cuts for you!"
5 Postcards
Restaurant · West Loop
Nestled in West Loop, Wishbone serves up beloved Southern comfort food and Cajun twists in a spacious and lively space, perfect for brunch and cocktails.
13 Postcards
Okonomiyaki restaurant · West Town
At Gaijin, this West Loop gem, savor Osaka and Hiroshima-style okonomiyaki sizzling on griddles while indulging in creative kakigori and ice-cold cocktails.
38 Postcards