27 days in Chicago Itinerary

27 days in Chicago Itinerary

Created using Inspirock Chicago route builder
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Chicago
— 26 nights

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Chicago — 26 nights

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You've now added Millennium Park to your itinerary. Venture out of the city with trips to Chicago Botanic Garden (in Glencoe), Little Red Schoolhouse (in Willow Springs) and Lombard (Maple Street Chapel & Lilacia Park). There's still lots to do: explore the world behind art at The Art Institute of Chicago, get up close and personal with brilliant marine life at Shedd Aquarium, get to know the resident critters at Lincoln Park Zoo, and wander the streets of The Magnificent Mile.

To find ratings, photos, maps, and tourist information, you can read our Chicago trip planner.

In May, plan for daily highs up to 71°F, and evening lows to 52°F.
Parks · Museums · Historic Sites · Outdoors
Side Trips