10 days in Chicago & Sanibel Island Itinerary

10 days in Chicago & Sanibel Island Itinerary

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10 days in Chicago & Sanibel Island Itinerary

Start: Chicago
1
Chicago
— 5 nights
Fly:  5​h
2
Sanibel Island
— 4 nights
Fly:  5​h
End: Chicago

5
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kids will enjoy Museum of Science and Industry and Lincoln Park Zoo. Explore Chicago's surroundings by going to Saint Joseph (Silver Beach County Park, Whirlpool Compass Fountain, & more). The adventure continues: explore the world behind art at The Art Institute of Chicago, take a stroll through The Magnificent Mile, admire all the interesting features of Wrigley Field, and get up close and personal with brilliant marine life at Shedd Aquarium.

To see maps, photos, traveler tips, and other tourist information, read our Chicago trip builder tool .

Use the Route module to see travel options from your home to Chicago. In July, plan for daily highs up to 83°F, and evening lows to 67°F. Wrap up your sightseeing on the 17th (Wed) to allow time to travel to Sanibel Island.

Things to do in Chicago

Parks Museums Childrens Museums

Side Trips

Saint Joseph, Ernest Hemingway Birthplace
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Shedd Aquarium ©
Shedd Aquarium

4
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Family-friendly places like Fishing Charters & Tours and Bowman's Beach will thrill your kids. Take a break from Sanibel Island with a short trip to Edison & Ford Winter Estates in Fort Myers, about 42 minutes away. And it doesn't end there: look for all kinds of wild species at J.N. "Ding" Darling National Wildlife Refuge, stroll around Pond Apple Park, look for gifts at Bailey's General Store, and examine the collection at The Bailey-Matthews National Shell Museum.

To see more things to do, ratings, where to stay, and other tourist information, read Sanibel Island trip maker tool .

You can fly from Chicago to Sanibel Island in 5 hours. Alternatively, you can do a combination of subway, bus, and flight; or drive. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Traveling from Chicago in July, things will get a bit warmer in Sanibel Island: highs are around 91°F and lows about 75°F. Finish your sightseeing early on the 21st (Sun) to allow enough time to travel back home.

Things to do in Sanibel Island

Parks Outdoors Wildlife

Side Trips

Fort Myers, Captiva Beach
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Fishing Charters & Tours

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