49 days in Chicago Itinerary

Created using Inspirock Chicago journey planner
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Chicago
— 48 nights

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Chicago — 48 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: Niles (Lehman's Orchards & Fernwood Botanical Garden and Nature Preserve), Evanston (Halim Time & Glass Museum & The American Toby Jug Museum) and South Bend (Washington Hall, University of Notre Dame, &more). Next up on the itinerary: admire the masterpieces at The Art Institute of Chicago, get curious at Museum of Science and Industry, wander the streets of The Magnificent Mile, and try to win big at Horseshoe Hammond.

Make your Chicago itinerary with Inspirock to find out what to see and where to go.

In November, daytime highs in Chicago are 50°F, while nighttime lows are 35°F.
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Museums · Parks · Historic Sites · Outdoors
Side Trips