Where Should I Road Trip From Chicago?

By Anna Duncan

Are you looking for an exciting road trip from Chicago? Look no further!

The Windy City is perfectly situated for a variety of adventures, whether you want to explore nature or immerse yourself in culture. Here are some great road trip options to consider.

Milwaukee, Wisconsin

Just a 90-minute drive north of Chicago, Milwaukee is a great destination for beer lovers and art enthusiasts alike. Check out the Milwaukee Art Museum or Harley-Davidson Museum, then grab a drink at one of the city’s many breweries like Lakefront Brewery or Milwaukee Brewing Company.

Traverse City, Michigan

If you’re in the mood for a scenic drive and breathtaking views, head northeast from Chicago to Traverse City. Known for its stunning beaches and cherry orchards, this charming town offers plenty of outdoor activities like hiking and kayaking. Don’t forget to stop by the Sleeping Bear Dunes National Lakeshore along the way!

St. Louis, Missouri

A five-hour drive south will take you to St. Louis – home of the famous Gateway Arch and delicious barbecue. Visit the Missouri Botanical Garden or take in a Cardinals baseball game at Busch Stadium. And don’t miss out on trying some toasted ravioli – a local delicacy!

Nashville, Tennessee

For music lovers, Nashville is a must-visit destination. A seven-hour drive south from Chicago will take you to Music City USA where you can tour the Country Music Hall of Fame or catch some live music at one of the many honky-tonks on Broadway. And don’t forget to indulge in some hot chicken while you’re there!

Mackinac Island, Michigan

Take a ferry ride across Lake Michigan to Mackinac Island – a charming car-free island that feels like stepping back in time. Rent bikes and explore the island’s scenic trails, then indulge in some famous fudge from one of the many local shops. The perfect destination for a romantic getaway or family vacation.

  • Milwaukee, Wisconsin
  • Traverse City, Michigan
  • St. Louis, Missouri
  • Nashville, Tennessee
  • Mackinac Island, Michigan

Whether you’re looking for a quick day trip or a longer adventure, these road trip destinations from Chicago offer something for everyone. So pack your bags and hit the road – your next great adventure awaits!