Long term car rental in Chicago means you get premium service, the vehicle that suits your needs when you need it, and the freedom to explore on your own terms without the commitment of ownership. Whether you need a long term rental car for a job relocation or temporary work contract, an extended vacation, or simply because you’re currently in between cars, Hertz has you covered.
With monthly car rentals in Chicago, you can get around the Windy City on your own terms and switch vehicles if your circumstances change. Pick up at O’Hare International Airport or a number of convenient downtown locations. You can even book one way rental if your travels mean you need to pick up or drop off elsewhere in Illinois or across the U.S.
Make sure you have wheels for your next long stay in Chicago and reserve with Hertz.

Get extra space for passengers and luggage, plus an elevated ride with an SUV rental from Hertz. Choose compact SUVs for city driving, or large SUV rentals for family vacations.
Add a touch of class to your next long term car rental in Chicago with a luxury car. Get great performance from a sports car for an unparalleled driving experience.
Flexible long-term rental options
Monthly car rental lets you roam Chicago and beyond your way, in a vehicle that suits your needs. If your circumstances change, you can switch to a different vehicle, shorten, or extend your booking, and make the adjustments you require with ease.
One simple monthly rate
Budgeting for long term car rental in Chicago doesn’t have to be complicated. With Hertz, you get one clear and simple monthly price, with no hidden extras and no mileage limitations, so you always know the cost. Avoid the hassle of repeated renewals with multi-month rental.
Wide choice of vehicles
The newest fleet from Hertz offers a vast range of quality vehicles, from compact and economy cars to roomy SUVs and sporty premium models. You can choose the car to fit your lifestyle, and even switch partway through your booking if your situation changes.
Maintenance and support included
Take the hassle out of routine maintenance and get the peace of mind that comes with knowing you have roadside assistance on hand in Chicago should something go wrong. Your long term car rental contract includes maintenance and basic roadside assistance as standard, so you won’t be left with the bill.
Ideal for business and personal use
Long term car rental could help workers who need to travel for business, contractors, seasonal workers and consultants – an ideal solution to a temporary relocation to Chicago. Customers who need a vehicle for personal use can also benefit, whether between cars or as a test-run for a future purchase.
Discover a world of artistic wonder at the Art Institute of Chicago, a true jewel in the heart of the city and one of Chicago’s most popular attractions. Immerse yourself in an unparalleled collection spanning centuries and cultures, from ancient artifacts to contemporary masterpieces. Marvel at iconic works like Georges Seurat's A Sunday on La Grande Jatte, Edward Hopper's Nighthawks, and Grant Wood's American Gothic. Beyond these famous pieces, explore diverse galleries featuring Impressionism, Post-Impressionism, Asian art, photography, and so much more. Each visit offers a unique journey of inspiration and discovery. Whether you're an art enthusiast or simply seeking a moment of beauty, the Art Institute promises an enriching and unforgettable experience.
Experience the vibrant heart of Chicago at Millennium Park, a stunning urban oasis that perfectly blends art, architecture, and nature. This iconic park is a must-visit for anyone visiting the city long-term. Marvel at the shimmering "Cloud Gate" (affectionately known as "The Bean"), where you can capture unforgettable reflections of the city skyline. Cool off and interact with the playful Crown Fountain, featuring giant faces spouting water. Throughout the year, catch free concerts and events at the magnificent Jay Pritzker Pavilion, or find tranquility amidst the lush beauty of the Lurie Garden. Millennium Park offers endless opportunities for breathtaking photos, relaxation, and cultural immersion. Don't miss this dynamic public space on your Chicago itinerary.
Step into history at Wrigley Field, the legendary home of the Chicago Cubs and one of America's most iconic ballparks. Even if you're not a die-hard baseball fan, a visit here is an unforgettable Chicago experience. Feel the electric atmosphere as you walk through the turnstiles of this century-old stadium. Marvel at the famous ivy-covered outfield walls and the hand-operated scoreboard, testaments to its rich tradition. Catch a game and join in the seventh-inning stretch, or simply take a tour to soak in the history and charm of "The Friendly Confines." From the vibrant neighborhood surrounding it to the hallowed grounds within, Wrigley Field offers a unique blend of sports, history, and pure Chicago spirit.
Can I drive my long term rental car from Chicago into Canada?
Yes – U.S. and international drivers can cross the border into Canada in the Hertz rental car. You’ll just need your rental contract, driver’s license, and passport.
Can I change the driver’s name on a long term rental car from Chicago?
Unfortunately, it’s not possible to change the primary driver’s name once your reservation has been confirmed. If you need to switch drivers, you may need to cancel and rebook. Be aware that any discounts or memberships may affect the cost of the rental.
Will my own car insurance cover damage to a long term rental car from Chicago?
This will depend on your policy, and even if you do have coverage, you may still be liable for fees and deductibles, and your policy premiums may increase. You can book rental-specific insurance through Hertz if you’d prefer.