22 days in Chicago Itinerary

22 days in Chicago Itinerary

Created using Inspirock Chicago trip planner
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Chicago
— 21 nights

S M T W T F S
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Chicago — 21 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get out of town with these interesting Chicago side-trips: Historic Auto Attractions (in Roscoe), Kline Creek Farm (in West Chicago) and Edwards Apple Orchard (in Poplar Grove). There's still lots to do: explore the world behind art at The Art Institute of Chicago, stroll around Millennium Park, get curious at Museum of Science and Industry, and enjoy breathtaking views from 360 Chicago Observation Deck.

To find where to stay, photos, ratings, and more tourist information, go to the Chicago trip itinerary planner.

Expect a daytime high around 65°F in October, and nighttime lows around 49°F.
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Museums · Parks · Historic Sites · Childrens Museums
Side Trips
Find places to stay Oct 7 — 28: