16 days in Chicago Itinerary

16 days in Chicago Itinerary

Created using Inspirock Chicago vacation planner

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Route & dates

16 days in Chicago Itinerary

Start: Casablanca
Fly:  21​h
— 14 nights
Fly:  21​h
End: Casablanca


Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Snickers Bar & Grill has been added to your itinerary. Satisfy your inner culture vulture at The Magnificent Mile and Museum of Science and Industry. Step out of the city life by going to Little Red Schoolhouse and Bengtson's Pumpkin Farm. Explore the numerous day-trip ideas around Chicago: Silver Beach County Park (in Saint Joseph), Grand Mere State Park (in Stevensville) and Centennial Beach (in Naperville). Next up on the itinerary: admire the masterpieces at The Art Institute of Chicago, enjoy the sand and surf at Whihala Beach Co Park, identify plant and animal life at Cowles Bog, and explore and take pictures at Millennium Park.

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

Casablanca, Morocco to Chicago is an approximately 21-hour flight. Traveling from Casablanca to Chicago, you'll gain 6 hours due to the time zone difference. Expect colder temperatures when traveling from Casablanca in November; daily highs in Chicago reach 11°C and lows reach 1°C. Finish your sightseeing early on the 2nd (Sun) to allow enough time to travel back home.

Things to do in Chicago

Parks Outdoors Beaches

Side Trips

Oak Park, Illinois, Baha'i House of Worship, Centennial Beach, Whihala Beach
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum
The Magnificent Mile ©
The Magnificent Mile