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Chicago is the road-tripper’s mecca, sitting at the gateway to the famous Route 66. And that’s just one of the best road trips from Chicago. There are many, many more. Pick up the keys to your O’Hare car rental the moment you step off the plane and head off on the Great Lakes road trip of a lifetime. Take in Superior, Michigan, Huron, Eerie, and Ontario from the comfort of your private ride—stopping along the way for snaps and snacks, of course. If you’re looking for more road trip ideas from Chicago, here are a couple of incredible cruises to work up your wanderlust.
When the Twin Cities call your name, only a Chicago to Minneapolis road trip will do. Over 6 hours and 400 miles of open road lead to your destination, with plenty to do on the way. Take in the spectacular sights of Lake Michigan with a delightful detour via Milwaukee, or make a pit stop in Madison for abundant botanicals and famous farmers' markets. When it’s time for the return leg, switch up your route for a little more lake time and head home via Green Bay. For a quicker trip back, book a one-way car rental from Chicago to Minneapolis, leave your keys at the airport and check in for a 90-minute flight.
There’s no shortage of amazing things to do between Chicago and Indianapolis. Before you’ve even passed the hour mark, you’re among the incredible Indiana Dunes National Park—a 2,000 acre pet-friendly paradise of sandy beaches, wetland, and forest. When you’re ready to continue in your car rental from Chicago to Indianapolis, burn rubber along 180 miles of highway in one go or break up the 3-hour journey a little more with a stop in Lafayette for arts, crafts, and homemade niceties. When you finally arrive in Indy, set your senses to stunned. Indianapolis is a secret gem of a city—Eagle Creek Park alone makes it worth the trip.
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If the deals that are available on our page do not suit your needs, then enter Chicago into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Chicago and provide you with a list of the cheapest options, with no added fees.
Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Chicago. We partner with 34 reliable partners that guarantee an enjoyable experience for solo travelers, couples, and families. Package your car with a flight or hotel to unlock even more savings from Expedia.
Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $28.
Most car suppliers offer penalty-free cancellations, so you don’t have to worry about losing money if your plans change. To cancel your booking log into your account through the Trips portal. Click manage booking and cancel this car. If you needed to alter your booking, then you can create a new one once you have canceled.
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