$28 Car Rental Chicago, IL

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Chicago - Road Trip Ideas

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.

Chicago to Minneapolis

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.

Chicago to Indianapolis

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.

Frequently asked questions

How much is a rental car per day in Chicago?
Rental cars in Chicago had a low daily rate of just $28 within the past seven days. With prices this good, you’ll be zipping around in your own set of wheels with cash to spare.
Can I rent a car from O'Hare Intl. Airport (ORD)?
Arrive at O’Hare Intl. Airport (ORD) and then head to Budget or Avis, both a short distance away. You’ll be exploring the sights and sounds of Chicago in your own set of wheels in no time.
What happens if I need to cancel my Chicago car reservation?
We’re aware that plans change at the last moment. That’s why most reservations allow for a complete refund if you cancel at least six hours before pickup. Your rental policy should contain all the details you need. If you can’t find the answer there, our Customer Service Portal is always accessible.
What types of cars can I rent in Chicago?
Dash around in a nifty mini, splash out on a premium ride or go for something in the middle, like a mid-size. But it’s hard to beat a compact car — the most commonly booked rental type in Chicago. They’re a joy to park and handle, fuel-efficient and a great idea if you’re driving around bustling cities. A step up from economy, you can expect a bit more comfort and room at a price that’s still affordable.
Where can I go on a road trip from Chicago?
Once you’ve covered all the fabulous sights in Chicago, there’s heaps more to explore in the surrounding region. Pick up the keys to a rental car, throw your bags in the trunk and get out there. These are some drives we know you’ll love:

  • Milwaukee is approximately 80 mi from Chicago. Well-known sights like Milwaukee Art Museum deserve to be at the top of your list here.
  • Next stop? Madison, which is around 120 mi away. University of Wisconsin-Madison is one local hot spot you won’t want to miss.
  • Make your way to Gardens of the Fox Cities to reconnect with nature. Take a picnic to enjoy or just relax in the fresh air. From Chicago, it’s 170 mi away.

Why should I rent a Chicago car with Expedia?
You’ll get a top deal on your set of wheels with Expedia. Big or small, you’ll find your dream ride from one of the 34 rental companies in Chicago. Our exclusive offers, rewards programs and member prices will help you get the most out of your travel budget. And if you want to save even more, bundle your bookings into a vacation package. Add a flight or hotel to your rental vehicle reservation and unlock awesome discounts!
How do I find the best car rental deals in Chicago with Expedia?
Whatever class of wheels you’re looking for, Expedia will help you find the best deal. Simply compare offers from well-known rental suppliers and book the option that suits you. Like to hit the road with even more in your wallet? Combine your Chicago car rental with flight or hotel bookings.
How old do you have to be to rent a car in Chicago?
Usually, you need to be 21 years of age and over in Chicago. It should be pointed out that most outlets will charge a young driver fee. Check before you book, as rules may differ between rental car providers. Bear in mind that if you’re planning to rent a luxury vehicle or a larger car like an SUV, rules may require drivers to be older than 21.
What do you need to rent a car in Chicago?
While terms and conditions can differ between car rental outlets, the two things you’ll need are a current driver’s license and a credit card in your name. You don’t need to take out the company’s auto insurance. However, proof of your own coverage may be required.
What is the cheapest car rental in Chicago?
$28 and $30 were the lowest daily prices for car rentals in Chicago within the past seven days. These rates were available on Expedia, with a rental starting date within the next year. Prices and availability are subject to change and additional terms apply.
Can I rent a car for a month or longer in Chicago?
Expedia makes it easy to pick up a reliable long-term rental in Chicago. Just head to our long-term car rental deals page, enter your details and compare your options.
Where can I find a Chicago car rental if I am younger than 25?
Renting a vehicle if you are under 25 in Chicago often depends on the rental company you select. Some outlets apply a surcharge for customers aged between 21 and 24 years, whereas others may not have any additional costs for this age group. It’d be smart to read the terms and conditions of your preferred rental dealer to escape any nasty surprises when picking up your keys.
What insurance should I choose for my car rental in Chicago?
After carefuly planning your road trip, don’t skimp on safety — add collision protection while reserving your Chicago rental vehicle with Expedia. There are lots of advantages to this plan, including up to $35,000 in primary coverage for theft, accident damage and vandalism. Plus, with no deductible and round-the-clock emergency support, you’ll be able to breathe a little easier should the unexpected occur.

Car Rental Information

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Finding the cheapest car rentals in Chicago

Using our Search Wizard

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.

Renting a car in Chicago

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.

Expected prices in Chicago

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $28.

Flexibility & Cancellation

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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Car classes available from Expedia in 2023

The classes of vehicles available will change depending on your chosen location.