7 days in Chicago & Connecticut Itinerary

7 days in Chicago & Connecticut Itinerary

Created using Inspirock United States itinerary planner

This plan was created by another user. Make it your plan

Route & dates

Start: Chicago
1
Chicago
— 3 nights
Fly:  4 h 30 min
2
Hartford
— 3 nights
Fly:  4 h 30 min
End: Chicago

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Bring the kids along to Museum of Science and Industry and Field Museum. There's much more to do: explore the world behind art at The Art Institute of Chicago, wander the streets of The Magnificent Mile, take in the waterfront at Navy Pier, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

For other places to visit, photos, more things to do, and more tourist information, you can read our Chicago day trip website.

The Route module can give you travel options from your home to Chicago. In July, daytime highs in Chicago are 83°F, while nighttime lows are 67°F. Wrap up your sightseeing on the 9th (Thu) to allow time to travel to Hartford.

Things to do in Chicago

Museums Parks Childrens Museums
Highlights from your plan
Museum of Science and Industry ©
Museum of Science and Industry
Shedd Aquarium ©
Shedd Aquarium
Lincoln Park Zoo ©
Lincoln Park Zoo

3
nights
Hartford

Hartford ©
Hartford is the capital of the U.S. Venture out of the city with trips to Waterford (Sunbeam Fleet & Pleasure Beach), Branford (Boat Tours & Water Sports & Thimble Islands) and Yale University Art Gallery (in New Haven). And it doesn't end there: hike along The Lodge at Crandall Park, immerse yourself in nature at Fort Trumbull State Park, and tour the pleasant surroundings at Vernon Rails-to-Trails.

To find reviews, photos, ratings, and other tourist information, go to the Hartford attractions planning app.

You can fly from Chicago to Hartford in 4.5 hours. Other options are to drive; or take a bus. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. July in Hartford sees daily highs of 85°F and lows of 67°F at night. Finish up your sightseeing early on the 12th (Sun) so you can travel back home.

Things to do in Hartford

Parks Outdoors Trails

Side Trips

Waterford, Branford, Vernon Rails-to-Trails, Fort Trumbull State Park, Yale University Art Gallery
Highlights from your plan
Fort Trumbull State Park ©
Fort Trumbull State Park
Sunbeam Fleet ©
Sunbeam Fleet
Boat Tours & Water Sports

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