29 days in Fort Myers & South Barrington Itinerary

29 days in Fort Myers & South Barrington Itinerary

Created using Inspirock United States route planner

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Route & dates

29 days in Fort Myers & South Barrington Itinerary

Start: Chicago
Fly + bus:  6​h 45​min
1
Fort Myers
— 15 nights
Fly + Drive:  5​h 30​min
2
South Barrington
— 13 nights
Drive:  1​h
End: Chicago

15
nights
Fort Myers

Fort Myers ©
Fort Myers is the county seat and commercial center of Lee County, Florida, United States. Get out of town with these interesting Fort Myers side-trips: Siesta Key (The Gallery on Siesta Key, Spas, & more), Sarasota (Siesta Key Rum, The Ringling, & more) and St. Petersburg (Morean Art Center, The Dali Museum, & more). And it doesn't end there: browse the exhibits of Edison and Ford Winter Estates, take in the waterfront at Naples Pier, see majestic marine mammals with a dolphin and whale watching tour, and admire the natural beauty at Naples Botanical Garden.

Take the guesswork out of planning a Fort Myers vacation by using our trip itinerary maker.

Chicago to Fort Myers is an approximately 7-hour combination of flight and bus. You can also 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. In February, Fort Myers is warmer than Chicago - with highs of 79°F and lows of 58°F. Finish up your sightseeing early on the 16th (Sun) so you can travel to South Barrington.

Things to do in Fort Myers

Parks Outdoors Wildlife

Side Trips

Naples, St. Petersburg, Marco Island, Siesta Key, Sanibel Island
Highlights from your plan
Edison and Ford Winter Estates ©
Edison and Ford Winter Estates
The Dali Museum ©
The Dali Museum
The Ringling ©
The Ringling

13
nights
South Barrington

South Barrington ©
South Barrington is a village in Cook County, Illinois, United States, south of Barrington. South Barrington is known for nightlife and shopping. Your plan includes some of its best attractions: stop by The Arboretum of South Barrington, hit the slopes at Villa Olivia, stroll through Raging Buffalo Snowboard Ski Park, and stroll around Buffalo Park Forest Preserve.

For reviews, photos, ratings, and tourist information, go to the South Barrington sightseeing planning app .

The Route module can help you plan travel from Fort Myers to South Barrington. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. Plan for much colder temperatures traveling from Fort Myers in February, with highs in South Barrington at 33°F and lows at 15°F. You will leave for home on the 29th (Sat).

Things to do in South Barrington

Parks Winter Sports Outdoors

Side Trips

Bartlett, Algonquin, GAT Guns & Firing Range, Deer Park Town Center
Highlights from your plan
Villa Olivia ©
Villa Olivia
The Arboretum of South Barrington ©
The Arboretum of South Barrington
BAPS Shri Swaminarayan Mandir ©
BAPS Shri Swaminarayan Mandir

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