58 days in Chicago Itinerary

58 days in Chicago Itinerary

Created using Inspirock Chicago trip planner
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Chicago
— 57 nights

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Chicago — 57 nights

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Venture out of the city with trips to South Bend (Grotto of Our Lady Lourdes & Basilica of the Sacred Heart), Prairie States Winery (in Genoa) and DeKalb (Ellwood House Museum & Whiskey Acres Distilling Co.). There's much more to do: admire the masterpieces at The Art Institute of Chicago, test your problem-solving skills at popular escape rooms, get up close and personal with brilliant marine life at Shedd Aquarium, and learn about wildlife with up-close encounters at Lincoln Park Zoo.

To see maps, where to stay, more things to do, and other tourist information, read Chicago road trip tool.

In March, plan for daily highs up to 45°F, and evening lows to 30°F.
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Museums · Parks · Historic Sites · Breweries & Distilleries
Side Trips