Oliver’s

Family-owned local chain for Italian classics & Chicago-style, deep-dish pizzas with buttery crusts.

Low-lit, cozy craft cocktail lounge tucked in a record store with a menu of global sharing plates.

"Trendy space offering Thai fare such as money bag dumplings and short rib curry, plus drinks."

Cozy, themed rooms with unique decorations & free WiFi in a casual Victorian B&B that dates to 1890. Housed in a building dating to 1890, this casual Victorian B&B in the lively Boystown district is an 8-minute walk to Wrigley Field and the nearest El train station. The cozy rooms are uniquely decorated and range in theme from art deco to Moroccan. All have either shared or private baths, free WiFi and cable TV; 1 room has a private deck. Amenities include complimentary continental breakfast, a landscaped garden and a patio. There is a 3-night minimum stay requirement on many weekends.

Updated bar fare & brunch, paired with craft cocktails, beer & wine in a hip, convivial setting.

Kabobi is your go-to spot for hearty Mediterranean and Persian fare, featuring cozy vibes, generous portions, and friendly service that'll keep you coming back.

This chill counter-serve spot serves up authentic Puerto Rican fare, boasting generous portions and a warm vibe that keeps diners coming back for more.

A beloved Chicago diner since 1923, famous for its hearty breakfasts, charming old-school vibe, and that iconic first bite of free doughnut holes.

Skyscraper observation deck offering panoramic city views from 1,000 feet up, plus food & drink.

A summer hotspot on the 27th floor of theWit Hotel, with skyline views & upmarket cocktails.