Chicago

Set along Lake Michigan, Chicago dazzles with its skyline, art, music, and food. It’s a city of bold flavors, historic neighborhoods, and cultural pride.

Why Chicago Belongs on Your List

Striking Architecture
Admire skyscrapers like the Willis Tower or enjoy a boat tour through the city's architectural marvels.

Museums Galore
Step into The Art Institute of Chicago, the Field Museum, or the Museum of Science and Industry.

Foodie Paradise
Feast on deep-dish pizza, Chicago dogs, and international cuisine across its diverse neighborhoods.

Sports & Shows
Catch a Cubs game, enjoy a concert in Millennium Park, or see a show at the historic Chicago Theatre.

Lakeside Living
Stroll Navy Pier, bike the waterfront trail, or simply soak up views of Lake Michigan.

Flight-Saving Tips

  • Travel Tuesday or Wednesday for cheaper fares.
  • Consider Midway (MDW) and O'Hare (ORD) airports.
  • Use price comparison sites like Google Flights and Hopper.
  • Visit during spring or fall for budget-friendly travel.

Best Times to Visit

  • Spring: Cherry blossoms, fewer crowds.
  • Summer: Festivals, lake fun.
  • Fall: Gorgeous colors and gourmet events.
  • Winter: Best for savings and winter charm.

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