5 days in Chicago Itinerary

5 days in Chicago Itinerary

Created using Inspirock Chicago vacation 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.
Step off the beaten path and head to Chicago Skyline and Money Museum at the Federal Reserve Bank. Explore Chicago's surroundings by going to Kenosha Sculpture Walk (in Kenosha), Geneva National Resort & Club (in Lake Geneva) and Rotary Botanical Gardens (in Janesville). There's lots more to do: examine the collection at American Writers Museum, enjoy some diversion at Chicago Sports Museum, have fun and explore at Discovery Center Museum, and get your game on at BATL-The Backyard Axe Throwing League.

For photos, ratings, traveler tips, and tourist information, read our Chicago road trip website.

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 April, daytime highs in Chicago are 17°C, while nighttime lows are 5°C. Finish your sightseeing early on the 14th (Tue) so you can travel back home.

Things to do in Chicago

Museums · Fun & Games · Childrens Museums · Golf

Side Trips