8 days in Chicago Itinerary

8 days in Chicago Itinerary

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Route & dates

8 days in Chicago Itinerary

Start: West Chester
Drive:  4​h 45​min
1
Chicago
— 6 nights
Drive:  12​h 15​min
End: Glen Allen


6
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get a sense of the local culture at Museum of Science and Industry and The Magnificent Mile. Your itinerary includes some good beach time at Silver Beach County Park and Whihala Beach Co Park. When in Chicago, make a side trip to see Bengtson's Pumpkin Farm in Homer Glen, approximately 42 minutes away. There's still lots to do: tour the pleasant surroundings at Lincoln Park Zoo, take in panoramic vistas at Skydeck Chicago - Willis Tower, don't miss a visit to Millennium Park, and get in on the family fun at Navy Pier.

To find reviews, other places to visit, where to stay, and more tourist information, refer to the Chicago trip planning tool .

West Chester to Chicago is an approximately 4-hour flight. You can also drive. You'll gain 1 hour traveling from West Chester to Chicago due to the time zone difference. In August in Chicago, expect temperatures between 83°F during the day and 67°F at night. Finish up your sightseeing early on the 11th (Sat) so you can travel back home.

Things to do in Chicago

Outdoors Parks Museums

Side Trips

Whihala Beach Co Park, Silver Beach County Park, Horseshoe Hammond, Bengtson's Pumpkin Farm
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
The Field Museum ©
The Field Museum

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