22 days in Illinois Itinerary

22 days in Illinois Itinerary

Created using Inspirock Illinois travel route builder

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Route & dates

22 days in Illinois Itinerary

Start: New York City
Foot + Fly:  6​h 30​min
1
Springfield
— 5 nights
Drive:  3​h 45​min
2
Rockford
— 5 nights
Drive:  2​h
3
Chicago
— 11 nights
Fly + Bus:  4​h 45​min
End: New York City

5
nights
Springfield

Springfield ©
Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Abraham Lincoln Presidential Library and Lincoln Memorial Garden are good opportunities to explore the local culture. You'll explore and learn at Lincoln Home National Historic Site and Lincoln Heritage Museum. Take a break from Springfield with a short trip to Railsplitter Covered Wagon in Lincoln, about 38 minutes away. There's lots more to do: contemplate the long history of Dana-Thomas House, don't miss a visit to Rees Memorial Carillon, buy something for everyone on your list at White Oaks Mall, and ponder the world of politics at Old State Capitol.

Plan my Springfield trip by asking Inpirock to come up with tips and suggestions.

New York City to Springfield is an approximately 6.5-hour combination of bus and flight. You can also drive; or take a bus. You'll gain 1 hour traveling from New York City to Springfield due to the time zone difference. Expect little chillier evenings in Springfield when traveling from New York City in July, with lows around 66°F. Finish your sightseeing early on the 27th (Fri) so you can travel to Rockford.

Things to do in Springfield

Historic Sites Museums Shopping

Side Trip

Lincoln
Highlights from your plan
Lincoln Home National Historic Site ©
Dana-Thomas House ©
Dana-Thomas House

5
nights
Rockford

Rockford ©
Rockford is the third largest city in the U.S. Your cultural itinerary includes sights like Ulysses S. Grant Home and Apple River Fort. You'll find plenty of places to visit near Rockford: Jane Addams Recreation Trail (in Freeport), Blaum Bros. Distilling Co. (in Galena) and Fergedaboudit Vineyard & Winery (in Hanover). There's much more to do: admire the natural beauty at Anderson Japanese Gardens, identify plant and animal life at Three Oaks Recreation Area, hike along Starved Rock State Park, and examine the collection at Historic Auto Museum.

For maps, photos, where to stay, and tourist information, go to the Rockford trip planner

Traveling by car from Springfield to Rockford takes 3.5 hours. In July, daily temperatures in Rockford can reach 84°F, while at night they dip to 63°F. Wrap up your sightseeing on the 1st (Wed) early enough to travel to Chicago.

Things to do in Rockford

Parks Trails Outdoors

Side Trips

Crystal Lake, Galena, Apple River Fort, Historical Auto Attractions, Starved Rock State Park
Highlights from your plan
Anderson Japanese Gardens ©
Anderson Japanese Gardens
Historical Auto Attractions ©
Historical Auto Attractions
Ulysses S. Grant Home ©
Ulysses S. Grant Home

11
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Millennium Park and Frank Lloyd Wright Home and Studio will appeal to history buffs. Satisfy your inner culture vulture at The Magnificent Mile and The Field Museum. Explore the numerous day-trip ideas around Chicago: Gaylord Building (in Lockport) and Naperville (Riverwalk Lot & Centennial Beach). There's still lots to do: explore the world behind art at The Art Institute of Chicago, take a leisurely stroll along Navy Pier, get curious at Museum of Science and Industry, Chicago, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

To find out how to plan a trip to Chicago, use our trip itinerary maker.

You can drive from Rockford to Chicago in 2 hours. In August in Chicago, expect temperatures between 84°F during the day and 67°F at night. Finish your sightseeing early on the 12th (Sun) so you can travel back home.

Things to do in Chicago

Parks Beaches Outdoors

Side Trips

Oak Park, Naperville, Gaylord Building Historic Site, Grosse Point Lighthouse
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum
Museum of Science and Industry ©
Museum of Science and Industry

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