13 days in Chicago Itinerary

13 days in Chicago Itinerary

Created using Inspirock Chicago trip itinerary planner

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1
Chicago
— 12 nights

12
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get outdoors at Lincoln Park Zoo and Rosewood Beach. You'll get in some beach time at Silver Beach County Park and Weko Park. Venture out of the city with trips to St. Julian Winery-Union Pier (in Union Pier), Kenosha (Hawthorn Hollow - Nature Sanctuary and Arboretum & Simmons Island Beach) and Whihala Beach (in Whiting). Next up on the itinerary: admire the masterpieces at The Art Institute of Chicago, try your luck at Horseshoe Hammond, get to know the fascinating history of Millennium Park, and kick back and relax at Kathy Osterman Beach.

To find ratings, maps, reviews, and other tourist information, read Chicago online road trip planner .

In June, plan for daily highs up to 81°F, and evening lows to 63°F. Finish your sightseeing early on the 9th (Tue) to allow enough time to travel back home.

Things to do in Chicago

Parks Outdoors Beaches

Side Trips

Kenosha, Oak Park, North Beach Park, Ogden Dunes Beach, Centennial Beach
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
The Magnificent Mile ©
The Magnificent Mile
Ernest Hemingway Birthplace ©
Ernest Hemingway Birthplace

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