5 days in Chicago and Beyond Itinerary

5 days in Chicago and Beyond Itinerary

Created using Inspirock Chicago and Beyond travel planner

Make it your trip
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Chicago
— 4 nights

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Chicago

— 4 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your day by day itinerary now includes Signature Lounge, Redhead Piano Bar and BIG Bar. You'll explore and learn at The Art Institute of Chicago and Field Museum. Take a break from the city and head to Lake Michigan and Oak Street Beach. When in Chicago, make a side trip to see Elawa Farm in Lake Forest, approximately Lake Forest away. There's much more to do: visit The Magnificent Mile, get up close and personal with brilliant marine life at Shedd Aquarium, enjoy breathtaking views from 360 Chicago Observation Deck, and take a stroll through Wicker Park.

To see ratings, reviews, more things to do, and tourist information, use the Chicago trip tool.

December in Chicago sees daily highs of 38°F and lows of 26°F at night. Finish your sightseeing early on the 2nd (Wed) so you can travel back home.

Things to do in Chicago

Parks · Museums · Nightlife · Childrens Museums

Side Trips