Davenport IA to Chicago drive: Best road trip stops, distance & time

Planning a Davenport IA to Chicago road trip itinerary

A Davenport IA to Chicago road trip takes you from the Iowa/ Illinois border to the birthplace of the skyscraper.

The Chicago architecture cruise has a phenomenal wow factor, with the boat gliding between some of the world’s most legendary skyscrapers.

We found the commentary matches the views, too. Expect a fascinating run-down of the city’s history – and plenty of surprising detail about the buildings you’re seeing. 

Book mobile-friendly tickets here.

On the Mississippi River, Davenport is mostly appealing for the riverside parks. Centennial Park is in the centre, while Credit Island Park occupies an island in the Mississippi. Otherwise, the Family Museum provides wholesome fun for all ages, the Vander Veer Botanical Park makes for pleasant strolling and the Buffalo Bill Museum delves into one of the Wild West’s most famous characters.

Highly recommended Chicago experiences include an architecture river cruise, a gangsters and ghosts tour of famous Mob sites and a bike tour of the lakefront neighbourhoods. It’s also worth paying a visit to the Field Museum, the 360 Chicago observation deck at the Hancock Tower and the Chicago Architecture Center.

Davenport IA to Chicago distance and driving time

By car, the distance from Davenport IA to Chicago is 175 miles. That makes for a driving time of around two hours and 56 minutes. The quickest route is generally along the I-80 then the I-88.

The best stops to add to a Davenport IA to Chicago road trip itinerary are Dixon, DeKalb and Naperville.

Davenport IA to Chicago drive: Dixon, Illinois

Two famous American names got started around Dixon, Illinois. One is former president Ronald Reagan, who was born in Illinois. Between 1920 and 1924, he lived at what is now the Ronald Reagan Boyhood Home. It’s a simple family house that is now on the National Register of Historic Places and open to visitors.

The other is John Deere, who was a handyman and toolmaker in the village of Grand Detour, just to the north of Chicago. His workshop would eventually morph into a tractor and agricultural machinery empire.

At the John Deere Historic Site, you can now watch blacksmithery demonstrations at a replica of Deere’s workshop and tour the original family home.

Davenport IA to Chicago road trip attractions: DeKalb IL

There are a couple of historic attractions in DeKalb IL. First up is Ellwood House, built in 1879 for a barbed wire entrepreneur. It’s now open as a museum amid 10 acres of gardens and parklands. If it’s barbed wire that takes your interest, its inventor’s home is also open to visitors. The Glidden Homestead is on the National Register of Historic Places.

Best attractions between Davenport IA and Chicago: Naperville, Illinois

Naperville has long since been subsumed into Chicago’s sprawling suburbia, but it has a few things going for it. The Riverwalk Park on the DuPage River is lovely for a waterside walk, but it also includes a playground, fishing pier, amphitheater, labyrinth and beach.

The Naper Settlement, meanwhile, is an information-packed outdoor history museum. You can also try your hand at indoor skydiving.

The Chicago skyline from the Buckingham Fountain.
The Chicago skyline from the Buckingham Fountain. Photo by David Whitley/ Best3Stops.

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