11 days in Chicago Itinerary

11 days in Chicago Itinerary

Created using Inspirock Chicago visit planner

Make it your trip
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Chicago
— 10 nights
Drive

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Chicago

— 10 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll discover tucked-away gems like IL Route 66 Association Hall of Fame & Museum and Livingston County War Museum. Oriental Institute Museum and American Writers Museum will appeal to museum buffs. Change things up with these side-trips from Chicago: Shady Creek Winery (in Michigan City), Wine Tours & Tastings (in New Buffalo) and Standard Oil Gas Station (in Odell). There's lots more to do: see the interesting displays at Money Museum at the Federal Reserve Bank, contemplate the long history of Glessner House, get engrossed in the history at DuSable Museum of African American History, and walk around Independence Grove Forest Preserve.

To find more things to do, reviews, traveler tips, and tourist information, read Chicago online tour planner.

Lancaster to Chicago is an approximately 6.5-hour car ride. You can also do a combination of car and flight. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. June in Chicago sees daily highs of 81°F and lows of 63°F at night. On the 8th (Thu), you'll have the morning to explore before heading back home.

Things to do in Chicago

Museums · Parks · Outdoors · Beaches

Side Trips