Title: Winchester, MO Car Rental - Free Cancellation Options - Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx553248634983495009)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d553248634983495009.Travel-Guide-Hotels)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d553248634983495009.Travel-Guide-Flights)[Winchester Vacation Packages](https://expedia.com/Winchester.d553248634983495009.Destination-Travel-Guides) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_car.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # $40 Car Rental Winchester, MO ## Search and Compare from Car Companies in Winchester ## Featured car rental suppliers Compare from agencies ![car suppliers logo](https://forever.travel-assets.com/flex/flexmanager/images/2022/02/16/car-suppliers-logo-desktop.jpg) - ![protection illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__protection.svg) ### Change your mind Penalty-free cancellation on many/select car rentals - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save 10% or more on over 1 million car rentals [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![package illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__package.svg) ### Shop smart Compare car suppliers and package your flight, hotel, and car to save ## Top Car Deals in Winchester \* Price found within the past 6 days. Click for updated prices. Sat, Feb 28 - Sun, Mar 1 ### Compact SUV Chevrolet Trax or similar - 5 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) St Louis, Missouri, USA ![Chevrolet Trax](//mediaim.expedia.com/cars/40/bae70ff9-6b28-4afa-b0f7-72c72029a562.jpg) #### $40 includes taxes & fees $31 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.750000&olon=-90.366670&date1=2/28/2026&date2=3/1/2026&pprfrr=30.99&tprfrr=40.01&cvrfrr=ZE&ctrfrr=CF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Sat, Feb 28 - Sun, Mar 1 ### Midsize SUV Nissan Rogue or similar - 5 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) St Louis, Missouri, USA ![Nissan Rogue](//mediaim.expedia.com/cars/40/73d19520-d07c-4e68-9d0f-e65bff9af83c.jpg) #### $42 includes taxes & fees $32 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.750000&olon=-90.366670&date1=2/28/2026&date2=3/1/2026&pprfrr=32.4&tprfrr=41.82&cvrfrr=ZE&ctrfrr=IF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Sat, Feb 28 - Sun, Mar 1 ### Fullsize Chevrolet Malibu or similar - 5 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) St Louis, Missouri, USA ![Chevrolet Malibu](//mediaim.expedia.com/cars/40/1290a4c0-23ef-46ad-b34d-e3f26aab3b6c.jpg) #### $44 includes taxes & fees $34 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.750000&olon=-90.366670&date1=2/28/2026&date2=3/1/2026&pprfrr=34.04&tprfrr=43.94&cvrfrr=ZE&ctrfrr=FC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22fullsize%22]) Sat, Feb 28 - Sun, Mar 1 ### Standard SUV Chevrolet Blazer or similar - 5 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) St Louis, Missouri, USA ![Chevrolet Blazer](//mediaim.expedia.com/cars/40/a53d5abd-e776-4b0c-a0df-58a61985baeb.jpg) #### $46 includes taxes & fees $36 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.750000&olon=-90.366670&date1=2/28/2026&date2=3/1/2026&pprfrr=35.59&tprfrr=45.95&cvrfrr=ZE&ctrfrr=SF&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22suv%22]) Sat, Feb 28 - Sun, Mar 1 ### Standard Elite Special Ford Mustang Mach-E or similar - 5 people - Unlimited mileage ![Payless](//mediaim.expedia.com/cars/logos/ZA.png) Saint Louis, Missouri, USA ![Ford Mustang Mach-E](//mediaim.expedia.com/cars/38/95f0c215-36ef-4ab3-b992-e75035169054.jpg) #### $52 includes taxes & fees $39 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.743340&olon=-90.365550&date1=2/28/2026&date2=3/1/2026&pprfrr=38.99&tprfrr=52.02&cvrfrr=ZA&ctrfrr=RX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22standard%22]) Sat, Feb 28 - Sun, Mar 1 ### Special Wild Card Compact or larger if available or similar - 5 people - Unlimited mileage ![Thrifty](//mediaim.expedia.com/cars/logos/ZT.png) Saint Ann, Missouri, USA ![Wild Card Compact or larger if available](//mediaim.expedia.com/cars/45/c51b48dd-8870-4d51-8c96-7f12f1215074.jpg) #### $55 includes taxes & fees $40 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.737170&olon=-90.387730&date1=2/28/2026&date2=3/1/2026&pprfrr=40.32&tprfrr=55.44&cvrfrr=ZT&ctrfrr=XX&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22other%22]) Sat, Feb 28 - Sun, Mar 1 ### Economy Chevrolet Spark or similar - 4 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) St Louis, Missouri, USA ![Chevrolet Spark](//mediaim.expedia.com/cars/40/325297f9-cf83-4ce9-9eb1-a6032b62a34e.jpg) #### $53 includes taxes & fees $41 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.750000&olon=-90.366670&date1=2/28/2026&date2=3/1/2026&pprfrr=40.79&tprfrr=52.67&cvrfrr=ZE&ctrfrr=EC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22economy%22]) Sat, Feb 28 - Sun, Mar 1 ### Midsize Elite Tesla Short Range Model 3 or similar - 5 people - Unlimited mileage ![Payless](//mediaim.expedia.com/cars/logos/ZA.png) Saint Louis, Missouri, USA ![Tesla Short Range Model 3](//mediaim.expedia.com/cars/38/43c97691-4924-416a-aee6-e348e3ab7c6a.jpg) #### $62 includes taxes & fees $47 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.743340&olon=-90.365550&date1=2/28/2026&date2=3/1/2026&pprfrr=46.99&tprfrr=61.75&cvrfrr=ZA&ctrfrr=JC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22midsize%22]) Sat, Feb 28 - Sun, Mar 1 ### Premium Toyota Crown or similar - 5 people - Unlimited mileage ![Payless](//mediaim.expedia.com/cars/logos/ZA.png) Saint Louis, Missouri, USA ![Toyota Crown](//mediaim.expedia.com/cars/38/ab4a1c91-75ba-4afb-a7fe-dce616f6b3bc.jpg) #### $70 includes taxes & fees $54 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.743340&olon=-90.365550&date1=2/28/2026&date2=3/1/2026&pprfrr=53.99&tprfrr=70.27&cvrfrr=ZA&ctrfrr=PC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22premium%22]) Sat, Feb 28 - Sun, Mar 1 ### Luxury Elite Genesis G80E or similar - 5 people - Unlimited mileage ![Payless](//mediaim.expedia.com/cars/logos/ZA.png) Saint Louis, Missouri, USA ![Genesis G80E](//mediaim.expedia.com/cars/38/8f159325-6b72-41d1-b84d-a32c367421b1.jpg) #### $76 includes taxes & fees $59 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.743340&olon=-90.365550&date1=2/28/2026&date2=3/1/2026&pprfrr=58.99&tprfrr=76.35&cvrfrr=ZA&ctrfrr=WC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) Sat, Feb 28 - Sun, Mar 1 ### Mini Van CHRYSLER PACIFICA or similar - 7 people - Unlimited mileage ![Hertz](//mediaim.expedia.com/cars/logos/ZE.png) St Louis, Missouri, USA ![CHRYSLER PACIFICA](//mediaim.expedia.com/cars/40/fa7b40ac-31b6-4a2b-8c39-f9d06089df5f.jpg) #### $76 includes taxes & fees $59 per day found 7 hours ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.750000&olon=-90.366670&date1=2/28/2026&date2=3/1/2026&pprfrr=59.23&tprfrr=76.45&cvrfrr=ZE&ctrfrr=MV&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22minivan%22]) Wed, Mar 4 - Thu, Mar 5 ### Luxury Audi A4 or BMW 3 Series or similar - 5 people - Unlimited mileage ![Alamo](//mediaim.expedia.com/cars/logos/AL.png) Saint Louis, Missouri, USA ![Audi A4 or BMW 3 Series](//mediaim.expedia.com/cars/6/e34fcad5-de08-479b-bf77-4b93fbde6fd0.jpg) #### $209 includes taxes & fees $124 per day found 2 days ago [](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&olat=38.733897&olon=-90.353714&date1=3/4/2026&date2=3/5/2026&pprfrr=124.3&tprfrr=208.55&cvrfrr=AL&ctrfrr=LC&crfrr=pricefeedResponseFlex&SearchType=Place&selCC=[%22luxury%22]) ### Don't see what you're looking for? See all car rentals in Winchester [View all cars](https://expedia.com/carsearch?paandi=true&fdrp=1&styp=2&dagv=1&subm=1&locn=Winchester,%20Missouri,%20United%20States%20of%20America&dpln=553248634983495009&date1=3/5/2026&date2=3/7/2026&crfrr=defaultFlex&SearchType=Place) Lowest prices found within the past 7 hours. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=CTG_SPRING_PROMO_553248634983495009) ## Frequently asked questions ### How much is a rental car per day in Winchester? ### What happens if I need to cancel my Winchester car reservation? ### Where can I go on a road trip from Winchester? > - You'll find Illinois State Fairgrounds and loads more intriguing attractions in Springfield. From Winchester, it's 95 miles away. > - Located 100 miles away, Columbia is also a hit with wanderers. Be sure to experience Mizzou Arena while you're in town. It's one of the reasons people love visiting this city. > - Starved Rock State Park is around 210 miles from Winchester and is one of the region's most scenic nature spots. Go for a wander around and enjoy the fresh air. ### How do I find the best car rental deals in Winchester with Expedia? ### How old do you have to be to rent a car in Winchester? ### What do you need to rent a car in Winchester? ### What is the cheapest car rental in Winchester? ### Can I rent a car for a month or longer in Winchester? ### Where can I find a Winchester car rental if I am younger than 25? ### What insurance should I choose for my car rental in Winchester? ## Car Rental Information | Popular car types | [SUV](https://www.expedia.com/lp/b/car-rental/suv?rfrr=car.table.SUV), [Full Size](https://www.expedia.com/lp/b/car-rental/fullsize?rfrr=car.table.FullSize), [Economy](https://www.expedia.com/lp/b/car-rental/economy?rfrr=car.table.Economy) | | ------------------------------------------------ | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Car suppliers available | | | Our best deal of the day | $40 | | Our second best deal of the day | $42 | | Our third best deal of the day | $44 | | From the airport to your hotel | [Airport Transportation](https://www.expedia.com/ground-transfers?rfrr=car.table.AirportTransportation) | | From popular domestic and international airports | [Airport Car Rentals](https://www.expedia.com/lp/b/car-rental/airport) | ## 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 from $40. ### **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](https://www.expedia.com/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. ### **We all love being rewarded** [One Key](https://www.expedia.com/welcome-one-key?langid=1033) members save 10% or more on select hotels, cars, activities and vacation rentals. Not only that, earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands: Expedia, Hotels.com and VRBO. Learn more and join today. ### **Car classes available from Expedia in 2026** The classes of vehicles available will change depending on your chosen location. - [Compact car rentals](https://www.expedia.com/lp/b/car-rental/compact) - [Convertible car rentals](https://www.expedia.com/lp/b/car-rental/convertible) - [Economy car rentals](https://www.expedia.com/lp/b/car-rental/economy) - [Fullsize car rentals](https://www.expedia.com/lp/b/car-rental/fullsize) - [Luxury car rentals](https://www.expedia.com/lp/b/car-rental/luxury) - [Midsize car rentals](https://www.expedia.com/lp/b/car-rental/midsize) - [Mini car rentals](https://www.expedia.com/lp/b/car-rental/mini) - [Minivan rentals](https://www.expedia.com/lp/b/car-rental/minivan) - [Pickup car rentals](https://www.expedia.com/lp/b/car-rental/pickup) - [Premium car rentals](https://www.expedia.com/lp/b/car-rental/premium) - [Sportscar rentals](https://www.expedia.com/lp/b/car-rental/sportscar) - [Standard car rentals](https://www.expedia.com/lp/b/car-rental/standard) - 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