6 days in Chicago Itinerary

6 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

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Route & dates

6 days in Chicago Itinerary

Start: Milwaukee
train:  1​h 30​min
1
Chicago
— 5 nights
Fly:  4​h
End: Detroit

5
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Escape the urban bustle at Veteran Acres Park and Starved Rock State Park. Get out of town with these interesting Chicago side-trips: Willow Springs (Centennial Bike Trail & Little Red Schoolhouse), Deer Grove Forest Preserve (in Palatine) and Swallow Cliff Stairs (in Palos Park). There's lots more to do: explore the world behind art at The Art Institute of Chicago, get up close and personal with brilliant marine life at Shedd Aquarium, appreciate the history behind Cloud Gate, and grab your bike and head to Lakefront Trail.

Make your Chicago itinerary with Inspirock to find out what to see and where to go.

If you are flying in from South Korea, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. November in Chicago sees daily highs of 11°C and lows of 1°C at night. Finish up your sightseeing early on the 23rd (Sat) so you can travel back home.

Things to do in Chicago

Parks Outdoors Trails

Side Trips

Willow Springs, Veteran Acres Park, Swallow Cliff Stairs, Deer Grove Forest Preserve, Starved Rock State Park
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Starved Rock State Park ©
Starved Rock State Park
Lakefront Trail ©
Lakefront Trail

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