30 days in Chicago Itinerary

30 days in Chicago Itinerary

Created using Inspirock Chicago travel planner

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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.
You'll discover tucked-away gems like Holy Name Cathedral and Chicago River. Get out of town with these interesting Chicago side-trips: Chicago Premium Outlets (in Aurora), SC Johnson Headquarters (in Racine) and South Bend (Basilica of the Sacred Heart, Grotto of Our Lady Lourdes, &more). Spend the 12th (Fri) exploring nature at Indiana Dunes National Park. And it doesn't end there: stop by The Loop, go on a hair-raising tour with a ghost and vampire tour, sample some tasty brews at a beer tour and tasting, and get to know the fascinating history of Chicago Riverwalk.

To find ratings, traveler tips, where to stay, and other tourist information, read Chicago online tour itinerary maker.

If you are flying in from Mexico, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In November, plan for daily highs up to 11°C, and evening lows to 1°C.

Things to do in Chicago

Parks · Historic Sites · Museums · Nature

Side Trips