Chicago Car Rental Deals

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* All rates above were last found on:. These are based on average nightly rates and airfare includes all fuel surcharges, taxes & fees, and our service fees. Hotels, rental cars and activities may have additional taxes and fees. Displayed rates are based on historical data, are subject to change, and cannot be guaranteed at the time of booking. See all booking terms and conditions.

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Excellent | 4 Stars
Based on reviews
  • Aug 31, 2025Ray HobsonVery reliableThis was my first time using this site and I was very please with how everything was handled. Right after I booked my flight I got a call from one of the associates letting me know i didn't pick out my seats, and choose my seat for my trip there and back from my destination. I was kept up to date in my flight information and they made sure I got my boarding pass. My trip was very stress free. I will be using them again. Thank you!

  • Aug 28, 2025MariaEsperanza EstiloNicko Went Above and BeyondI had to change the return flight of two out of four passengers in our group. Because only half of the group need to travel differently, it took several calls to Iberia Airlines directly and because of the time difference, Nicko coordinated and helped me over a couple of days. Throughout the experience, he explained what he was doing and why he needs to put me on hold and why he needs to call me back the following day, He was very knowledgeable, professional and empathetic to my predicament. Nicko owned the issues and the process and was very transparent with cost and every details of the transactions. I am very grateful and because of him, I will always trust CheapOAir with my travel needs. -Maria E.E.

  • Aug 13, 2025Godswill YakubuBest Travel app to check.You truly get exceptional value for a lower price, and it feels completely fair. Since I started booking with this app, I’ve come to appreciate why they stand out as the best. It’s been a wonderful experience that makes me feel understood and valued as a customer.

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Fun Facts about Chicago Car Rentals

  • On an average travelers booked a car rent 15 days in advance for their trip to Chicago.
  • Travelers generally booked a car rental for 4 days.
  • Intermediate is the most preferred car category in Chicago.
  • Most travelers booked Fox Rent a Car in Chicago.
  • 26% of travelers were on a family trip to Chicago.
  • 48% of travelers who visited Chicago were females.
§ All of the above-mentioned facts are derived from the data of the last 3 months while the highest and lowest booking months are picked on the basis of last 12 months.

Book a Car Rental in Chicago, Illinois

Searching for cheap car rentals in Chicago? At CheapOair, we are offering mind-blowing discounts on Chicago car rentals. Now you can travel in comfort without worrying about budget. We are offering fantastic car rental deals on all kinds of vehicles. From SUV and sedan to hatchback, you can pick what you like the best. Rent a car in Chicago only with CheapOair!

Founded in the year 1837, Chicago is the third most populated city of United States. It is located on the south-western shores of Lake Michigan. The city is served by the O'Hare International Airport, the second busiest airport in the world. Chicago is said to be one of the most significant business centers in the world in terms of economy & wealth.

Things to Do in Chicago

  • There are plenty of things to do in Chicago. Plan your vacation in the city and book flight tickets with CheapOair for a hassle-free trip.

    Art Institute of Chicago

    With countless artworks, the Art Institute of Chicago is a world class museum. Housed here is a vast collection of paintings, prints, architectural drawings, sculpture, decorative arts, photography, textiles, & more. The collection of impressionist and post-Impressionist paintings here include work by Georges Seurat & Renoir.

    Millennium Park

    The Millennium Park is situated in the heart of the city. The park features Jay Pritzker Pavilion (an outdoor concert venue), the interactive Crown Fountain, Lurie Garden, and the Cloud Gate sculpture on the AT&T Plaza.

    The Art Institute of Chicago

    The Art Institute of Chicago is situated within Michigan Avenue. There are approximately 300,000 artworks here, which date back to around 5,000 B.C. Art Institute of Chicago has been repeatedly ranked as the top museum in the world.

    Brookfield Zoo

    At the Brookfield Zoo, visitors can have up-close encounter with nature & wildlife. Spread on 216 acres, the zoo remains open throughout the year. The inhabitants here include dolphins, elephants, gorilla, walrus, cockatoo, and more. Brookfield Zoo is renowned for its special role in wildlife conservation at an international level.


Day Trip Destinations around Chicago

  • Milwaukee

    It takes only one and a half hour drive to reach Milwaukee from Chicago. There are numerous microbreweries, brewpubs, & farm-to-table eateries serving local craft beers. Here one can take a historical brewery tour or a museum tour. The city also hosts Summerfest, the world’s biggest music fest.

    Holland

    Holland is famous for its Dutch heritage. While in the city, do check out historical Dutch architecture, enjoy Dutch cuisine, visit DeKlomp Wooden Shoe & Delft Factory, and explore art collection at the Holland Museum.