14 Awesome Stops on a Chicago to New Orleans Road Trip

Here’s everything you need to know about your Chicago to New Orleans road trip!

The drive from Chicago to New Orleans has some great places to stop off. Going from north to south will take you through some interesting places in the USA. I did the route a few years ago, when I was in America for three months. 

You can’t beat a road trip in the USA – they’re a dream. Taking in the country’s never-ending landscape, long freeways, and roadside motels is a great way to experience the USA –especially if you’re bringing work with you and using a mobile office  setup in a custom campervan to stay connected on the road.

what to do chicago

The Chicago to New Orleans road trip is a long one, at 925 miles if you were to go straight. But, going straight isn’t the point of a road trip now, is it? It’s in all the twists and turns that you find the interesting places and people, the experiences that really make your road trip unique to you. 

Here are my top recommendations for where to stop off on the Chicago to New Orleans drive, enjoy!

Road Trip from Chicago to New Orleans

Map of the road trip from Chicago to New Orleans 

chicago to new orleans road trip

This Chicago to New Orleans road trip will take you through Illinois, Tennessee, Mississippi and Louisiana.

1. Chicago – your road trip begins!

I presume you’ll have had a few days to enjoy in Chicago before the road trip to New Orleans. Seriously, Chicago is the best city in the USA, and I don’t say that lightly. I love it there. So much to see, do and eat – it’s awesome. Been twice and I hope to go again ASAP!

Wintry things to do in Chicago – the video

Here are just some of the things to do in Chicago, and make sure to check out my YouTube video whatever the season. Lots of ideas for Chicago activities in there too.

So yes, make sure to book in plenty of time to enjoy Chicago, before you embark on the Chicago to New Orleans drive. I’d definitely recommend doing a food tour in Chicago so that you can enjoy some of the local flavours, and have a tour guide to ask questions to, too. Just a warning to arrive very hungry for this!

2. 1950s Park Forest House Museum

Address: 227 Monee Road, Park Forest, Illinois 60466 USA

This is where you’ll find the hidden treasure of Illinois. The 1950s Park Forest House Museum