What to visit in Chicago in 1/3 - 4/7 days

Chicago and its surroundings: must-see attractions you absolutely shouldn't miss

Chicago and its surroundings: must-see attractions you absolutely shouldn't miss:


Chicago in 1-3 Days

Three days will give you just enough time to savor the essence of the Windy City. Experience Chicago with the flexibility of a Hop-On Hop-Off Big Bus tour or a private guide to provide personalized recommendations.

Immerse yourself in the city's rich culture by visiting at least one of its renowned museums, like the Art Institute, Field Museum, Shedd Aquarium, or Adler Planetarium. Don't miss out on a river cruise to admire Chicago's stunning skyline and awe-inspiring architecture, where historic buildings blend seamlessly with modern skyscrapers.

Ascend the iconic Willis Tower to the 103rd-floor Skydeck for unparalleled views of the city and Lake Michigan. Stroll down the bustling Navy Pier, ride the Ferris wheel, and take in the open-air art installations at Millennium Park, including the Buckingham Fountain, Cloud Gate (The Bean), and the Crown Fountain.

Chicago in 4-7 Days

If you haven't already, explore the Magnificent Mile, Chicago's premier shopping district filled with luxury shops and fine dining. Iconic landmarks along the way include the historic Chicago Water Tower, neo-Gothic Tribune Tower, terracotta Wrigley Building, and John Hancock Center with its 360 Chicago observatory.



 

 

 

 

Cross the DuSable Bridge and head to N Michigan Avenue, which leads to Millennium Park and South Loop. Discover the heart of Chicago, stopping by the Chicago Theatre, City Hall, and the famous Union Station, a filming location for The Untouchables.




Experience Chicago's historic elevated train and visit the iconic Route 66 Begin Sign at 78-98 E Adams St. Escape the city for a short while by venturing to Oak Park, easily accessible by metro, to admire the Frank Lloyd Wright-designed homes.

With more time at your disposal, consider purchasing an Explorer Chicago Pass to save time and money on over 25 attractions.

Chicago: The Blues Capital

Remember that Chicago is the birthplace of the blues, immortalized by the legendary 1980 film The Blues Brothers. A night of live music at one of the city's historic blues clubs is a must:
  • Buddy Guy's Legends - 700 S Wabash Ave
  • Kingston Mines - 2548 N Halsted St
  • Rosa's Lounge - 3420 W Armitage Ave
  • Blue Chicago - 536 N Clark St
  • House of Blues - 329 N Dearborn St


The Surroundings of Chicago

Discover the picturesque beauty of Lake Michigan and the Gold Coast, named for its charming lakefront views and lush green landscapes.


Stages along the route

  • Indiana Dunes State Park
  • Saugatuck with Oval Beach
  • Holland
  • Ludington State Park Beach
 


Travel Tips: Seasons, Climate, and Accommodations in Chicago

For advice on where to stay in Chicago, check out Where to sleep in Chicago. Where to sleep in Chicago and for  more information on climate and public transportation, visit:

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