45 days in Chicago Itinerary

45 days in Chicago Itinerary

Created using Inspirock Chicago vacation planner

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1
Chicago
— 44 nights

44
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore hidden gems such as Beer Tastings & Tours and Chicago Skyline. Explore Chicago's surroundings by going to South Bend (University of Notre Dame, Basilica of the Sacred Heart, & more), Rotary Botanical Gardens (in Janesville) and Milwaukee (Milwaukee Art Museum, Basilica of St. Josaphat, & more). There's much more to do: explore the world behind art at The Art Institute of Chicago, explore the activities along Lake Michigan, admire all the interesting features of Millennium Park, and see the interesting displays at Richard H. Driehaus Museum.

To find traveler tips, maps, photos, and tourist information, you can read our Chicago trip itinerary builder website .

If you are flying in from Philippines, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In May in Chicago, expect temperatures between 25°C during the day and 13°C at night. Finish up your sightseeing early on the 26th (Fri) so you can travel back home.

Things to do in Chicago

Parks Museums Historic Sites

Side Trips

Milwaukee, South Bend, Saint Joseph, Oak Park, Racine
Find places to stay May 13 — Jun 26:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
The Escape Game Chicago ©
The Escape Game Chicago
Lakefront Trail ©
Lakefront Trail

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