$49 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?
Within the past seven days in Chicago, you could have motored away in a rental for as low as $49 per day.
Can I rent a car from O'Hare Intl. Airport (ORD)?
There’s a good variety of car rental outlets not too far from O’Hare Intl. Airport (ORD), but none located in the terminal building itself. The closest options are Thrifty, Routes Car Rental, Hertz, Avis and Budget.
Can I book now and pay later for my car rental in Chicago?
Whether you’re not ready to pay upfront or you just desire greater flexibility, you’ll appreciate our Book Now Pay Later option. When you lock in your vehicle with Expedia, you won’t have to pay a thing until it’s time to sign the papers and collect the keys. Some cheaper deals in Chicago may require payment at the time of booking, but you’ll see your options during the reservation process. Drive an SUV with room for the kids and luggage or go for a spin in a cool convertible. Whatever you’re looking for, Expedia will help you find it.
What happens if I need to cancel my Chicago car reservation?
Good news! You should receive a total refund if you notify us a minimum of six hours prior to the arranged pickup time. Your confirmation contains information about this, as does our Customer Service Portal. Not all prepaid rentals result in a refund though, so it’s a good idea to read through your rental agreement.
What types of cars can I rent in Chicago?
Not too small yet not too big, compact vehicles are the first choice for many rental customers in Chicago. With terrific gas mileage and easy maneuverability and parking, they’re ideal for getting around the city. A compact offers slightly more space than an economy vehicle, so you can tour around in a little more comfort. Want something bigger? Browse our intermediate, standard or full-size range.
Where can I go on a road trip from Chicago?
After you’ve covered all the terrific attractions in Chicago, there’s heaps more to explore in the surrounding region. Grab the keys to a rental car, throw your bags in the trunk and get on the road. These are some drives you’re sure to love:

  • Milwaukee is 80 mi (130 km) from Chicago. Renowned attractions like Milwaukee Art Museum deserve to be high on your list here.
  • Why not enjoy the wonders of South Bend too? Top attractions in this happening city include Notre Dame Stadium. South Bend is approximately 70 mi (120 km) from Chicago.
  • Visit Gardens of the Fox Cities to discover some local nature. Pack a picnic to enjoy or just sit and unwind. From Chicago, it’s roughly 170 mi (280 km) away.

Why should I rent a Chicago car with Expedia?
You’ll get the best deal on your wheels with Expedia. Economy or full-size, you’ll find your dream ride from one of the 34 suppliers in Chicago. Our exclusive offers, member prices and rewards programs will help you get the most bang for your buck. And if you’d like to save more, bundle your bookings into a vacation package. Add flights or hotels (or both) to your rental car reservation and unlock fantastic discounts!
How do I find the best car rental deals in Chicago with Expedia?
Browse our fantastic selection of car rentals, check out customer reviews and compare prices from big-name suppliers. In just a few clicks, Expedia will help you score the best deal on your wheels. Got a flight or hotel booking? Add on your Chicago car rental to save even more.
How old do you have to be to rent a car in Chicago?
Anyone with a valid driver’s license aged 21 and over can rent a car in Chicago. While some suppliers may be willing to accommodate drivers younger than 21, you can expect additional fees. Find out what age range the young driver surcharge applies to, and associated costs, before booking your ride. Outlets also restrict the categories of cars young drivers can rent. Higher age limits apply for large vehicles like premium SUVs and luxury models.
What do you need to rent a car in Chicago?
You’ll need to present your driver’s license and a credit card when you get to the rental counter. Before pickup, check with your selected company whether anything else is needed. For example, you may also need to show proof of insurance.
What is the cheapest car rental in Chicago?
The two lowest daily prices recorded in Chicago within the past seven days were $49 and $52. Now that’s what we’d call a great deal! 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?
Yes, and you can find your perfect ride on our long-term car rental deals page. Simply enter your trip details and we’ll list awesome options from a range of top companies.
Where can I find a Chicago car rental if I am younger than 25?
This will depend on the rental companies located in Chicago. They often have different policies when it comes to minimum ages. If you’ve found an outlet that does cater to drivers under 25 years of age, take note that additional fees may apply. Conduct some research into any extra charges before picking up your vehicle.

Car information

Popular car types: SUV, Full size, Economy
From the airport to your hotel Airport transportation
Lowest Price $49
Car rental companies in Chicago 34