5 days in Chicago Itinerary

5 days in Chicago Itinerary

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1
Chicago
— 4 nights

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore the less-touristy side of things at Starved Rock State Park and The Middle East Conflicts Wall Memorial. Venture out of the city with trips to Bengtson's Pumpkin Farm (in Homer Glen) and Washington Square (in Ottawa). There's much more to do: explore the world behind art at The Art Institute of Chicago, admire the striking features of Chicago Cultural Center, admire nature's wide array of creatures at Shedd Aquarium, and enjoy breathtaking views from 360 Chicago Observation Deck.

For reviews, ratings, maps, and other tourist information, you can read our Chicago online trip maker .

If you are flying in from Mexico, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In October, plan for daily highs up to 21°C, and evening lows to 11°C. Finish your sightseeing early on the 15th (Tue) so you can travel back home.

Things to do in Chicago

Parks Museums Nature

Side Trips

The Middle East Conflicts Wall Memorial, Bengtson's Pumpkin Farm, Starved Rock State Park, Washington Square
Highlights from your plan
Bengtson's Pumpkin Farm ©
Bengtson's Pumpkin Farm
The Art Institute of Chicago ©
The Art Institute of Chicago
Beer Tastings & Tours

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