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Our Chicago

Our favorite spots in the city

Where to Eat

Girl & The Goat

$$$

New American · West Loop

James Beard Award winner Stephanie Izard's flagship restaurant with creative, bold flavors.

Reservations recommended

Au Cheval

$$

American Diner · West Loop

Famous for their double cheeseburger - widely considered one of the best in America.

Portillo's

$

Chicago Fast Food · River North

Iconic Chicago chain for Italian beef, Chicago-style hot dogs, and chocolate cake.

Lou Malnati's

$$

Pizza · Multiple Locations

Deep dish pizza institution since 1971. The butter crust is legendary.

Reservations recommended

Frontera Grill

$$$

Mexican · River North

Rick Bayless's celebrated Mexican restaurant featuring regional dishes and incredible moles.

Reservations recommended

Alinea

$$$$

Molecular Gastronomy · Lincoln Park

Three-Michelin-star dining experience. Book months in advance for this culinary journey.

Reservations recommended

Pequod's Pizza

$$

Pizza · Lincoln Park

Caramelized cheese crust deep dish that rivals any in the city. Local favorite.

What to Do

Chicago Architecture Boat Tour

Tour

Cruise the Chicago River while learning about the city's world-famous architecture. Book with Chicago Architecture Center.

90 minutes First-time visitors, architecture lovers

Art Institute of Chicago

Museum

World-class art museum featuring iconic works including American Gothic and A Sunday Afternoon on the Island of La Grande Jatte.

2-4 hours Art enthusiasts, rainy days

Millennium Park & Cloud Gate

Park

See 'The Bean,' stroll through Lurie Garden, and enjoy free summer concerts at the Pritzker Pavilion.

1-2 hours Everyone, photo opportunities

Navy Pier

Entertainment

Iconic pier with a Ferris wheel, restaurants, shops, and lake views. Great for families.

2-3 hours Families, casual visitors

Skydeck Chicago (Willis Tower)

Observation

Step onto The Ledge, a glass floor 1,353 feet above the ground with views of four states.

1-2 hours Thrill seekers, views

Chicago Riverwalk

Walk

1.25-mile pedestrian path along the river with bars, restaurants, and kayak rentals.

1-2 hours Evening strolls, drinks

Second City Comedy Show

Entertainment

Legendary improv comedy theater that launched careers of Tina Fey, Steve Carell, and more.

2 hours Comedy fans, date nights

Neighborhoods to Explore

River North

Upscale & Lively

High-energy neighborhood with great dining, galleries, and nightlife.

  • Art galleries
  • Trendy restaurants
  • Nightlife

West Loop

Foodie Paradise

Former meatpacking district turned culinary destination. Home to many celebrity chef restaurants.

  • Restaurant Row
  • Fulton Market
  • Boutique hotels

Lincoln Park

Charming & Green

Family-friendly neighborhood with the free Lincoln Park Zoo and gorgeous tree-lined streets.

  • Free zoo
  • Nature museum
  • Beautiful brownstones

Wicker Park/Bucktown

Hip & Artsy

Trendy neighborhood with independent boutiques, great bars, and artistic vibe.

  • Vintage shopping
  • Live music
  • Coffee shops

The Loop

Urban Core

Downtown Chicago with iconic architecture, world-class theater, and major attractions.

  • Architecture
  • Theater district
  • Millennium Park

Insider Tips

  • Get a Ventra card for easy CTA access. The trains are the fastest way around the city.
  • Architecture boat tours book up fast in summer — reserve ahead!
  • Deep dish debate: Lou Malnati's vs Pequod's. Try both and pick your side.
  • September weather can be unpredictable. Bring layers and an umbrella just in case.

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