Car Rental Winchester, IL

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Top Car Deals in Winchester

* Price found within the past 6 days. Click for updated prices.

Economy

Chevrolet Spark or similar
  • 4 people
Winchester, Illinois, USA
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Winchester, Illinois, USA
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Winchester, Illinois, USA
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Winchester, Illinois, USA
Jeep Compass
SUV Jeep Compass

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Frequently asked questions

How much is a rental car per day in Winchester?
Chart your own course in Winchester, with car rental prices as low as per day. That's based on prices found within the past seven days. With rates like this, it'll be a cinch to find a ride that suits your style.
What happens if I need to cancel my Winchester car reservation?
Our Customer Service Portal contains all the specifics about this. In almost all situations, complete refunds are available if a prepaid rental is canceled a minimum of six hours prior to collecting the car. It's a good idea to scan your car rental agreement to double-check if there are any exemptions.
Where can I go on a road trip from Winchester?
There are lots of things to see and do in Winchester, but head farther afield and you'll find more sightseeing magic. Organize a set of wheels and you can meander around the surrounding area at your own speed. Add these fantastic places to your travel schedule:

  • St. Louis is roughly 70 miles from Winchester. Top-rated tourist attractions like Busch Stadium deserve to be high on your must-see list here.
  • Why not check out the wonders of St. Charles too? Unmissable tourist attractions in this colorful city include Ameristar Casino St. Charles. St. Charles is 60 miles from Winchester.
  • Head to John Hancock Center to discover some local nature. Take a picnic to enjoy or just relax in the fresh air. From Winchester, it's approximately 220 miles away.

How do I find the best car rental deals in Winchester with Expedia?
Finding an amazing deal on your Winchester rental car is a breeze with Expedia. Choose your preferred car class, add some details and compare the offers across leading brands. Why not add hotels and flights to your booking? You'll unlock even bigger savings when you combine your bookings into a package.
How old do you have to be to rent a car in Winchester?
In Winchester, the requirement is generally 21 years of age and over. Most outlets will charge extra fees for young drivers, which can vary based on the rental location. Rental agreements for young drivers may restrict certain vehicles, such as luxury cars, and require comprehensive insurance to be taken out. It's always a good idea to read the fine print carefully before choosing your ride.
What do you need to rent a car in Winchester?
Renting a car in Winchester is simple. Usually, all you'll need is your driver's license and a credit card in the same name. After settling on your perfect set of wheels, check your policy to ensure there are no extra requirements before pickup.
What is the cheapest car rental in Winchester?
According to prices found within the past seven days, the lowest daily rate for a car rental in Winchester was . The second lowest price was per day. 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 Winchester?
Click through to our long-term car rental deals page, enter your trip information and then lock in your perfect ride. Whether you're stopping in Winchester or discovering beyond, Expedia will help you find a long-term rental at an incredible rate.
Where can I find a Winchester car rental if I am younger than 25?
Whether or not you can rent a vehicle if you're under 25 years in Winchester often depends on the rental company you choose. Some businesses have a surcharge for young drivers aged between 21 and 24 years, yet others may not apply any additional costs for this age group. It'd be smart to go through the terms and conditions of your prospective car rental dealer to avoid any nasty surprises when collecting your car.
What insurance should I choose for my car rental in Winchester?
After carefuly planning your road trip, don't skimp on safety — purchase collision protection while reserving your Winchester rental car with Expedia. There are many benefits to this plan, including up to $35,000 in primary coverage for collision damage, theft and vandalism. Plus, with a zero-dollar deductible and round-the-clock emergency help, you can breathe a little easier if you find yourself in a pickle.

Car Rental Information

 
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Finding the cheapest car rentals in Winchester

Using our Search Wizard

If the deals that are available on our page do not suit your needs, then enter Winchester into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Winchester and provide you with a list of the cheapest options, with no added fees.

Renting a car in Winchester

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Winchester. We partner with 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 Winchester

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

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 2025

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

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