Chicago road trip

20 Best road trips from Chicago from one day drives to week-long adventures. From city breaks to scenic trips around the Great Lakes and quirky towns.

Chicago is always fun, but should you find yourself wanting to explore beyond the city, don't miss these awesome day trips from Chicago.

The best road trips from Chicago take you across Illinois to hidden Midwest beaches, small towns, and urban escapes.

The best road trips from chicago for weekend getaways from the windy city. Head to Wisconsin, Michigan for family fun and drive destinations.

Everything you need to know about a Chicago to New Orleans road trip. Where to stop, where to go – from museums, hikes and routes – and how to do it!

Looking for a fun road trip taking you from Chicago, Illinois up to Minneapolis, Minnesota? I’ve got you covered on this 8-hour road trip covering 3 states! Break up the trip and stop along the way to enjoy these amazing road trip destinations along the route! You’re going to love this plan for family memories that involves thrill rides, a pink elephant, historic sites and Jelly Bellies!

Coming to Chicago? Be prepared with our downloadable, printable map, highlighting everything you’ll want to see from the Shedd Aquarium, Wills Tower and the Navy Pier. All of the city’s major sites are depicted, so you can print it out ahead of time and mark up your desired sights. Yes, we all have Google Maps

Wanna spend 3 days in Chicago? Here's a complete guide! You'll find out what to do in Chicago in 3 days, where to stay, what to eat... Read the article!

During all the years I lived in Chicago (ugh…I still don’t like that that is past tense!), it was hard to leave the city to see other areas of the Midwest when there was still so much to see in the city! But I did eventually take some road trips from Chicago and you know what? There’s a lot to love about the Midwest! I've been pleasantly surprised by vibrant cities like Indianapolis and Milwaukee, which are both experiencing renaissances. But what about some other midwest getaways? From…

7 best road trips from Chicago including going to Wisconsin, Michigan, and Missouri. Here are some fabulous place to visit within a days drive from Chicago, Illinois.