60 days in Chicago Itinerary

60 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

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Chicago
— 59 nights

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59
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Chicago

Chicago ©

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Venture out of the city with trips to South Bend (Basilica of the Sacred Heart & University of Notre Dame), Bachelor Grove Cemetery (in Midlothian) and Chesterton (Butler Winery, Cowles Bog, &more). The adventure continues: admire the masterpieces at The Art Institute of Chicago, make a trip to Skydeck Chicago - Willis Tower, take a leisurely stroll along Navy Pier, and take a stroll through The Magnificent Mile.

To find other places to visit, ratings, reviews, and tourist information, read our Chicago trip planner.

If you are flying in from Canada, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In June, daytime highs in Chicago are 32°C, while nighttime lows are 20°C. Cap off your sightseeing on the 26th (Thu) early enough to travel back home.

Things to do in Chicago

Side Trips

Find places to stay Jun 28 — Aug 26:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park
Millennium Park
Museum of Science and Industry ©
Museum of Science and Industry

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