30 days in Chicago Itinerary

30 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

Make it your trip
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Chicago
— 29 nights

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Chicago

— 29 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Change things up with these side-trips from Chicago: Whiskey Acres Distilling Co. (in DeKalb), Metal Monkey Brewing (in Romeoville) and The Museums at Lisle Station Park (in Lisle). And it doesn't end there: admire the masterpieces at The Art Institute of Chicago, walk around Millennium Park, admire the striking features of 360 Chicago Observation Deck, and test your team's savvy at Fox in a Box Chicago.

To see photos, ratings, maps, and other tourist information, go to the Chicago vacation planning site.

If you are flying in from United Kingdom, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In January, daily temperatures in Chicago can reach 0°C, while at night they dip to -9°C.

Things to do in Chicago

Museums · Historic Sites · Parks · Breweries & Distilleries

Side Trips