Top 15 road trips from Chicago

Chicago to Madison
starting from Chicago
36 minutes → Arlington Heights
1 hour → Harvard
45 minutes → Rockford
1 hour → Lake Kegonsa State Park
21 minutes → Madison




4 hours of driving
Chicago to Indianapolis
starting from Chicago
38 minutes → Gary
45 minutes → Cedar Lake
60 minutes → Remington
41 minutes → Triple XXX Family Restaurant
35 minutes → Frankfort
52 minutes → Indianapolis Museum of Art
10 minutes → Indianapolis


4.5 hours of driving
Chicago to Ann Arbor
starting from Chicago
50 minutes → Indiana Dunes State Park
56 minutes → Saint Joseph
57 minutes → Kalamazoo
39 minutes → Marshall
57 minutes → Waterloo State Recreation Area
36 minutes → Ann Arbor



5 hours of driving
Chicago to St. Louis
starting from Chicago
1 hour → Morris
47 minutes → Pontiac
46 minutes → Bloomington
1 hour → Springfield
52 minutes → Carlinville
1 hour → St. Louis



5.5 hours of driving
Chicago to Louisville
starting from Chicago
38 minutes → Gary
1 hour → Remington
41 minutes → Triple XXX Family Restaurant
1.5 hours → Indianapolis
41 minutes → Taylorsville
47 minutes → Scottsburg
35 minutes → Louisville


5.5 hours of driving
Chicago to Detroit
starting from Chicago
50 minutes → Indiana Dunes State Park
56 minutes → Saint Joseph
1 hour → Fairfield Inn Kalamazoo West
52 minutes → Marshall
57 minutes → Waterloo State Recreation Area
1.5 hours → Detroit



6 hours of driving
Chicago to Cincinnati
starting from Chicago
38 minutes → Gary
1 hour → Remington
41 minutes → Triple XXX Family Restaurant
1.5 hours → Indianapolis
57 minutes → Greensburg
1 hour → Hebron
30 minutes → Cincinnati


6.5 hours of driving
Chicago to Traverse City
starting from Chicago
50 minutes → Indiana Dunes State Park
1.5 hours → South Haven
57 minutes → Grand Rapids
1 hour → Stanwood
1 hour → Cadillac
1 hour → Traverse City



6.5 hours of driving
Chicago to Columbus
starting from Chicago
50 minutes → Indiana Dunes State Park
1.5 hours → Warsaw
49 minutes → Fort Wayne
1 hour → Lima
49 minutes → Bellefontaine
55 minutes → Dublin
22 minutes → Columbus


6.5 hours of driving
Chicago to Des Moines
starting from Chicago
1.5 hours → Sycamore
1 hour → Rock Falls
1 hour → Moline
1 hour → University of Iowa
1 hour → Brooklyn
1.5 hours → Des Moines



7 hours of driving
Chicago to Lexington
starting from Chicago
1.5 hours → Remington
1.5 hours → Indianapolis
1 hour → Nashville
60 minutes → Scottsburg
1.5 hours → Frankfort
43 minutes → Lexington



7.5 hours of driving
Chicago to Cleveland
starting from Chicago
50 minutes → Indiana Dunes State Park
57 minutes → South Bend
46 minutes → Middlebury
1.5 hours → Rodeway Inn
48 minutes → Toledo
1 hour → Sandusky
1 hour → Cleveland


7.5 hours of driving
Chicago to Nashville
starting from Chicago
50 minutes → Indiana Dunes State Park
2 hours → Triple XXX Family Restaurant
1.5 hours → Indianapolis
1.5 hours → Sellersburg
1.5 hours → Mammoth Cave National Park
1.5 hours → Nashville



9 hours of driving
Chicago to Minneapolis
starting from Chicago
55 minutes → The Vine - Martini & Wine Bar
1 hour → Rockford
1.5 hours → Madison
1 hour → Wisconsin Dells
42 minutes → Oakdale
1 hour → Neillsville
1 hour → Eau Claire
1.5 hours → Afton State Park
39 minutes → Minneapolis
9.5 hours of driving
Chicago to Charleston
starting from Chicago
2 hours → Triple XXX Family Restaurant
1.5 hours → Indianapolis
2 hours → Dayton
4 hours → Yellow Springs
5.5 hours → Wellston
1.5 hours → Charleston



16.5 hours of driving

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Find day trips near Chicago and explore nearby destinations that are easily drivable. Once you've picked a place, you can search for alternate routes that might have more interesting stops along the way. If you have more time, you can explore ideas for weekend trips from Chicago. If you're looking for all the possible destinations, try searching for a radius of 100 miles from Chicago up to 400 miles from Chicago or anything in between. Did you mean to drive to Chicago instead? Plan a longer getaway and do a road trip to North Carolina from Chicago.