7 days in Chicago Itinerary

7 days in Chicago Itinerary

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Route & dates

7 days in Chicago Itinerary

Start: Orlando
Fly:  5​h
1
Chicago
— 5 nights
Fly:  5​h
End: Orlando

5
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 Silver Beach County Park and Starved Rock State Park. Millennium Park and Chicago Riverwalk will appeal to history buffs. Get out of town with these interesting Chicago side-trips: Saint Joseph (Whirlpool Compass Fountain & Fishing Charters & Tours), Franklin Creek Grist Mill (in Franklin Grove) and Chesterton (Coffee Creek Watershed Preserve & Cowles Bog). And it doesn't end there: admire the masterpieces at The Art Institute of Chicago, make a trip to Cloud Gate, take a peaceful walk through Hawthorn Hollow - Nature Sanctuary and Arboretum, and look for all kinds of wild species at Volo Bog State Natural Area.

For ratings, reviews, other places to visit, and tourist information, use the Chicago trip maker site .

In June in Chicago, expect temperatures between 81°F during the day and 63°F at night. Cap off your sightseeing on the 18th (Tue) early enough to travel back home.

Things to do in Chicago

Parks Wildlife Outdoors

Side Trips

Saint Joseph, Chesterton, Franklin Creek Grist Mill, Kishwaukee River Forest Preserve, Deer Grove Forest Preserve
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Starved Rock State Park ©
Starved Rock State Park
Millennium Park ©
Millennium Park

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