13 days in Chicago Itinerary

13 days in Chicago Itinerary

Created using Inspirock Chicago route planner

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Route & dates

1
Chicago
— 12 nights

12
nights
Chicago

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore the less-touristy side of things at Chicago Riverwalk and Silver Beach County Park. Your cultural itinerary includes sights like Richard H. Driehaus Museum and Holy Name Cathedral. Get out of town with these interesting Chicago side-trips: South Bend (Studebaker National Museum, University of Notre Dame, &more), Saint Joseph (Whirlpool Compass Fountain & Silver Beach Carousel) and Wine Tours & Tastings (in New Buffalo). There's much more to do: explore the galleries of Cantigny Park, paddle through the water with a kayaking and canoeing tour, visit a coastal fixture at Wind Point Lighthouse, and take a stroll through The Loop.

To find traveler tips, reviews, where to stay, and more tourist information, read our Chicago road trip planner.

If you are flying in from New Zealand, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. Expect a daytime high around °C in July, and nighttime lows around °C. Wrap up your sightseeing on the 12th (Wed) early enough to travel back home.

Things to do in Chicago

Parks Museums Historic Sites

Side Trips

South Bend, Saint Joseph, Pontiac, Racine, Baha'i House of Worship
Find places to stay Jul 31 — Aug 12:
Highlights from your plan
Kayaking & Canoeing
IL Route 66 Association Hall of Fame & Museum ©
Cantigny Park ©
Cantigny Park

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