Best Road Trip Routes for Every Midwest Destination
The midwest United States is a beautiful part of the country that can often be overlooked. What it lacks in coastlines it makes up for in breathtaking sights. We believe road tripping is the best way to take in all that the midwest has to offer, and we’ve put together our guides for the best midwest road trips. Along the way you’ll get a glimpse at all the sights across the Great Plains and experience the heart of the USA on a road trip down Route 66. Check out our guides to the best midwest road trips, and you won’t miss any of the action.
Our road trip itineraries in the American Midwest
Heart of the USA - Route 66
Chicago to Los Angeles • 2206 mi • 16 Stops • 🛣 🌵 🏜
Great River Road
Minneapolis to New Orleans • 1451 mi • 17 Stops • 🏞 🇺🇸 🎷
Great Plains Highway - U.S. 83
Westhope to Brownsville • 2123 mi • 44 Stops • 🤠 🌵 ⛪️
Great Northern
Seattle to Bar Harbor • 3351 mi • 37 Stops • 🌊 🏞 🌳
All the Great Lakes
Chicago to Chicago • 2226 mi • 31 Stops •
The Bourbon Country Tour
Louisville, KY to Louisville, KY • 2151 mi • 29 Stops •
Chicago to New York City Road Trip
Chicago, IL to New York City • 1306 mi • 12 Stops •