Cocktail bar · Near North Side
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"Rooftop bar and terrace Upstairs at the Gwen returns with its sweeping views of the city, a menu featuring cocktails, wine, beer, small plates, entrees, and a weekend brunch." - Naomi Waxman
New American restaurant · Andersonville
100+ beers, tons of whiskey & specialty cocktails are paired with comfort food at this relaxed bar.
22 Postcards
Irish pub · Gold Coast
Open since 1961, this pub pairs a boisterous bar scene with burgers, salads & other pub fare.
2 Postcards
Cafe · Humboldt Park
Seasonal pies, gelato and soda-fountain classics served in quaint surrounds with vintage furniture.
19 Postcards
Sports bar · Lakeview
Spacious sports pub with outdoor area across from Wrigley Field that packs in fans on game days.
7 Postcards
Bar · Logan Square
Nestled in Logan Square, Easy Does It is a spacious, cozy wine bar buzzing with live music, friendly vibes, and a fantastic selection that'll impress anyone.
16 Postcards
Sports bar · Sheffield Neighbors
A wide range of bar food plus daily specials in a sports-bar setting with regular live music.
1 Postcard
Steak house · Near West Side
Dive into a stylish Chicago spot where wood-fired Argentinean-American dishes steal the show alongside delicious South American cocktails and stellar service.
41 Postcards
Steak house · Gold Coast
Gibsons is the quintessential Gold Coast steakhouse, serving massive portions of prime cuts and decadent desserts in a vibrant, old-school setting.
37 Postcards
Italian restaurant · West Town
Sister to Formento's restaurant, this counter-serve has subs & salads plus house wines & sauces.
Pizza restaurant · Heart of Chicago
Nestled in Pilsen, Novel Pizza offers a cozy, nostalgic vibe, serving up razor-thin tavern-style pies that are absolute game-changers.
9 Postcards