$30 Car Rental Winnetka, IL

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Top Car Deals in Winnetka

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

Thu, Nov 12 to Fri, Nov 13

Special

Choice of Supplier
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Choice of Supplier

$42

includes taxes & fees
$22 per day
found 10 hours ago
Special Choice of Supplier
Thu, Nov 12 to Fri, Nov 13

Midsize

Toyato Corolla
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Toyato Corolla

$42

includes taxes & fees
$22 per day
found 10 hours ago
Midsize Toyato Corolla
Thu, Nov 12 to Fri, Nov 13

Standard

Kia Forte
  • 5 people
  • Unlimited mileage
SCHILLER PARK, USA
Kia Forte

$45

includes taxes & fees
$24 per day
found 10 hours ago
Standard Kia Forte
Sun, Nov 15 to Mon, Nov 16

Economy Crossover

Hyundai Kona
  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Hyundai Kona

$52

includes taxes & fees
$28 per day
found 13 hours ago
Economy Crossover Hyundai Kona
Sun, Nov 15 to Mon, Nov 16

Compact

Nissan Versa
  • 5 people
  • Unlimited mileage
Chicago, Illinois, USA
Nissan Versa

$30

includes taxes & fees
$30 per day
found 13 hours ago
Compact Nissan Versa
Thu, Nov 12 to Fri, Nov 13

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
Chicago, Illinois, USA
Chrysler Pacifica

$62

includes taxes & fees
$36 per day
found 10 hours ago
Mini Van Chrysler Pacifica
Thu, Nov 12 to Fri, Nov 13

Fullsize Recreational Vehicle

Nissan Pathfinder
  • 7 people
  • Unlimited mileage
CHICAGO OHARE AP, USA
Nissan Pathfinder

$71

includes taxes & fees
$43 per day
found 10 hours ago
Fullsize Recreational Vehicle Nissan Pathfinder
Fri, Nov 13 to Sat, Nov 14

Standard Elite Special

Ford Mustang Mach-E
  • 5 people
  • Unlimited mileage
Chicago, Illinois, USA
Ford Mustang Mach-E

$74

includes taxes & fees
$44 per day
found 10 hours ago
Standard Elite Special Ford Mustang Mach-E
Fri, Nov 13 to Sat, Nov 14

Premium

Nissan Maxima
  • 5 people
  • Unlimited mileage
Chicago, Illinois, USA
Nissan Maxima

$79

includes taxes & fees
$48 per day
found 10 hours ago
Premium Nissan Maxima
Mon, Nov 16 to Tue, Nov 17

Fullsize Elite Pickup Regular Cab

Ram 2500 Big Horn
  • 6 people
  • Unlimited mileage
Chicago, Illinois, USA
Ram 2500 Big Horn

$90

includes taxes & fees
$56 per day
found 21 hours ago
Fullsize Elite Pickup Regular Cab Ram 2500 Big Horn
Fri, Nov 13 to Sat, Nov 14

Midsize Elite

Tesla Short Range Model 3
  • 5 people
  • Unlimited mileage
Chicago, Illinois, USA
Tesla Short Range Model 3

$95

includes taxes & fees
$59 per day
found 10 hours ago
Midsize Elite Tesla Short Range Model 3
Thu, Nov 12 to Fri, Nov 13

Luxury SUV

Jeep Grand Wagoneer
  • 7 people
  • Unlimited mileage
CHICAGO OHARE AP, USA
Jeep Grand Wagoneer

$125

includes taxes & fees
$81 per day
found 10 hours ago
Luxury SUV Jeep Grand Wagoneer
Mon, Nov 16 to Tue, Nov 17

Premium Elite Van

Ford Transit
  • 15 people
  • Unlimited mileage
Schiller Park, Illinois, USA
Ford Transit

$516

includes taxes & fees
$400 per day
found 17 hours ago
Premium Elite Van Ford Transit

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Lowest prices found within the past 10 hours. Prices and availability subject to change. Additional terms may apply.

What you need to know for your Winnetka car rental

Reasons to book a car rental in and around Winnetka

Renting a car in Winnetka offers you the freedom and flexibility to explore the charming city and its surrounding areas at your own pace. This convenience is especially beneficial for families or travelers with luggage, as it allows for easy management of your belongings while ensuring everyone stays together. You can easily visit local attractions such as Elder Lane Beach, perfect for a relaxing day by the water, or venture just 4 miles away to the Chicago Botanic Garden, where you can enjoy beautiful landscapes ideal for family outings or romantic strolls. Additionally, the Baha'i House of Worship, also located 4 miles from Winnetka, provides a unique cultural experience. A rental car also makes it simple to explore nearby destinations like Chicago, known for its iconic sites such as Michigan Avenue and Millennium Park. You can take short drives to neighboring cities like Northfield and Kenilworth, which feature attractions like the Illinois Holocaust Museum and Adagio Teas. With a rental car, you can enjoy an enriching experience in and around Winnetka without the constraints of public transportation.

Where to stay in and around Winnetka

  • Winnetka: A charming suburb located within the greater Chicago area, Winnetka offers a serene atmosphere ideal for family and outdoor experiences. Visitors can explore nearby urban parks and enjoy access to various dining options. The proximity to Chicago allows for easy visits to popular venues such as Michigan Avenue and Navy Pier, making it a great base for city-themed activities.
  • Northfield: Just a short distance from Winnetka, Northfield is a vibrant village that caters to families and outdoor enthusiasts. The Chicago Botanic Garden and the Baha'i House of Worship are key attractions that highlight the area's cultural and natural beauty. With numerous restaurants and wineries nearby, Northfield provides a delightful blend of activities and relaxation.
  • Kenilworth: Located only 2 miles from Winnetka, Kenilworth is known for its beautiful beach and recreational areas, perfect for families seeking outdoor fun. Visitors can enjoy the scenic Chicago Botanic Garden and the unique offerings of Adagio Teas. The neighborhood also boasts an array of dining options, including charming restaurants and local wineries, enhancing the overall experience.

10 tips to save on your car rental in and around Winnetka

  1. Use filters to find the right car: Refine your search by selecting vehicle type and specific features. Whether you need an SUV for extra room, a convertible for warm weather, or an economy car for budget-friendly options, utilize filters on Expedia to discover the ideal vehicle for your journey.
  2. Book in advance to help lower costs: Rental prices can vary depending on demand, so it's wise to reserve your car well ahead of your trip. By booking early, you're likely to lock in lower rates and enjoy a wider selection, especially during peak travel seasons.
  3. Consider a smaller car for savings: Compact cars are typically less expensive to rent and easier to maneuver in crowded areas. Mid-size vehicles offer a good compromise between affordability, comfort, and fuel efficiency.
  4. Age guidelines: Drivers under 30 may encounter higher deposits or daily fees, and certain vehicle categories—such as SUVs or luxury models—might not be available. This can also apply to renters over 70. Always verify age requirements prior to booking.
  5. Check fuel policies: Some rentals operate on a full-to-full fuel policy, meaning you must return the car with a full tank to avoid additional charges. This is often the most economical choice. Others may provide full-to-empty or prepaid fueling options, which can also be acceptable; just ensure you return the car empty in that case.
  6. Save on city and airport pickups: Picking up your rental car at airports often incurs a surcharge, but the added convenience may make it worthwhile.
  7. Know your payment options: Most car rental companies exclusively accept credit cards for payment.
  8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provide peace of mind if something goes wrong during your trip. It's simple to add rental insurance when booking through Expedia.
  9. Consider unlimited mileage: If you're planning long road trips, seek out rentals that offer unlimited mileage to prevent additional charges.
  10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Finding the cheapest car rentals in Winnetka

Using our Search Wizard

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

Renting a car in Winnetka

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

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $30.

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 2026

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

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
$30
 
Our second best deal of the day
$42
 
Our third best deal of the day
$45
 
From the airport to your hotel
Airport Transportation
 
From popular domestic and international airports
Airport Car Rentals

Frequently asked questions

What are the best cheap car rental companies in Winnetka?
You can find cheap car rentals in Winnetka from $10 a day with Routes's midsize 2/4 door cars. Sixt offers standard 2 or 4 door cars starting from $14 a day, and midsize SUVs starting from $15 a day. Enterprise provides midsize 2 or 4 door cars starting from $14 a day, and fullsize 2 or 4 door cars starting from $15 a day. Alamo also offers competitive rates, with midsize SUVs starting from $14 a day. Compare suppliers on Expedia to find a cheap car rental in Winnetka that fits your budget. For more options, explore Economy Car Rentals in Winnetka.
What are the best luxury car companies in Winnetka?
For luxury car rentals in Winnetka, you can find premium options through providers on Expedia like Sixt and Alamo. Sixt offers fullsize elite 2 or 4 door vehicles starting from $22 a day, and fullsize elite SUVs starting from $30 a day. Alamo provides premium crossover vehicles starting from $26 a day, along with other luxury elite categories. These options offer enhanced comfort and features for a more upscale travel experience. For more options, explore Luxury Car Rentals in Winnetka.
Can I rent a car one-way in Winnetka?
A one-way car rental in Winnetka is an excellent option for regional road trips, with prices starting from around $12 a day. Providers like Sixt and Enterprise may have flexible one-way policies, allowing you to pick up your vehicle in Winnetka and drop it off at a different location. These are good options for one-way car rental in Winnetka, offering convenience for travelers with varied itineraries. For more options, explore Standard Car Rentals in Winnetka.
Can I rent a car round-trip in Winnetka?
Winnetka is well suited to round-trip rentals, with round-trip rentals starting from $10 a day. Picking up and dropping off at the same location generally avoids one-way drop-off fees, which can make it the most cost-effective option for exploring areas near Winnetka and returning to the same spot. Providers like Sixt and Enterprise also offer wide round-trip availability, giving you plenty of choice for your travel plans. For more options, explore Fullsize Car Rentals in Winnetka.
What are the best car rentals in Winnetka?
Car rentals in Winnetka offer extensive vehicle variety. The most popular car classes available include:
  • Standard 2 or 4 door
  • Midsize SUV
  • Midsize 2 or 4 door
  • Fullsize 2 or 4 door
  • Compact SUV
Most come with automatic transmission. Families visiting attractions prefer SUVs or minivans for space; couples and solo travelers do fine with economy or compact cars. Choose based on passenger count, luggage needs, and budget. For more options, explore Minivan Car Rentals in Winnetka.

What are the best car rentals in Winnetka for solo travelers?
The best car rentals in Winnetka for solo travelers are economy and compact classes—small, easy to park, and cheap to run for one person exploring at their own pace:
  • Economy 2 or 4 door, starting from $16 a day — fits up to 5 people and 2 medium suitcases, nimble on city streets and simple to slot into small parking spaces
  • Compact 2 or 4 door, starting from $16 a day — fits up to 5 people and 3 medium suitcases with a little more room for luggage while staying fuel-efficient
Both comfortably fit a solo traveler plus a bag or two. For longer drives, consider sizing up to a compact SUV for extra highway comfort. For more options, explore Compact Car Rentals in Winnetka.

What are the best car rentals in Winnetka for couples?
The best car rentals in Winnetka for couples balance comfort and easy handling for two:
  • Midsize 2 or 4 door, starting from $15 a day — fits up to 5 people and 3 large suitcases with smooth cruising for two
  • Compact SUV, starting from $16 a day — fits up to 5 people and 3 medium suitcases with a higher ride for day trips around the region
Both give a couple comfortable seating and trunk space without being hard to park. For a special trip, consider a convertible for scenic drives around Winnetka. For more options, explore Midsize Car Rentals in Winnetka.

What are the best car rentals in Winnetka for families?
The best car rentals in Winnetka for families are the ones with room for everyone and their gear:
  • Midsize SUV, starting from $15 a day — seats up to 5 people with room for 3 large suitcases and a car seat
  • Mini passenger van, starting from $29 a day — seats up to 8 people with room for 6 large suitcases, ideal for larger families with strollers and full luggage
SUVs and minivans have room for the whole family plus car seats, strollers, and luggage, making them the most comfortable fit for trips around Winnetka. Book 4+ weeks ahead, as family-sized vehicles can have lower availability during busy periods, and consider adding GPS if you're new to the area. For more options, explore SUV Car Rentals in Winnetka.

Are there any car rental companies that provide electric cars in Winnetka?
Winnetka has excellent electric and hybrid vehicle options. Sixt offers hybrid vehicles starting from $10 a day, and electric vehicles starting from $17 a day. Enterprise, Avis, and Budget also provide hybrid options starting from $10 a day. Multiple rental companies carry electric and hybrid cars, widely available on Expedia. EVs save on fuel—charging costs less than equivalent gas cars. Book EVs 4-6 weeks ahead as demand is high. Plan charging stops for trips beyond 200 miles.
What is the best time to book a car in Winnetka?
From January, prices in Winnetka are typically lower—rentals can start from as little as $14 a day during this period. July tends to be the busiest month, when high demand can lead to higher prices. During major holidays and special events, rates may also fluctuate. Booking 3-4 weeks ahead can help with availability and pricing. Many bookings allow free cancellation 24+ hours before pickup—book early and rebook if rates drop.
What are the best car companies in Winnetka?
Car rentals in Winnetka are available from providers like Sixt, Enterprise, and Alamo, offering vehicles suited to local roads and conditions. Sixt has standard 2 or 4 door and midsize SUV options that are easy to park and fuel-efficient for city streets. Enterprise offers midsize 2 or 4 door and fullsize 2 or 4 door vehicles with more space and stability for highways. Alamo rounds out the choices with midsize SUV and fullsize 2 or 4 door vehicles. Choose a higher-clearance or all-wheel-drive class for varied driving conditions, and a compact class for easy maneuvering and better mileage on longer highway stretches. For more options, explore Premium Car Rentals in Winnetka.
What are good day trip destinations from Winnetka by rental car?
For memorable day trips from Winnetka, consider exploring nearby cities and natural attractions with your rental car.
  • Northwestern University in Evanston: Just 6 miles away, a short 15-minute drive, this destination is perfect for couples and families interested in exploring a vibrant university campus and its surrounding cultural offerings.
  • Wrigley Field in Chicago: Located about 15 miles from Winnetka, roughly a 30-minute drive, this iconic ballpark offers an exciting experience for sports enthusiasts and groups. While in Chicago, you can also visit the Willis Tower Skydeck for panoramic city views.
  • Indiana Dunes National Park: Approximately 57 miles away, a scenic drive of about 1 hour, this national park provides a fantastic escape for families, couples, and solo travelers seeking outdoor adventures like hiking and enjoying the lakeside beaches.
  • Lake Michigan: A bit further at 116 miles, requiring about a 2-hour drive, Lake Michigan offers stunning natural beauty and recreational activities, making it an ideal destination for a longer day trip or a weekend getaway for families and couples.
For shorter city trips to Evanston or Chicago, a compact or midsize car is convenient for navigating and parking. If you are heading to Indiana Dunes National Park or Lake Michigan with family and luggage, a midsize SUV or fullsize 2 or 4 door car would provide more comfort and space. Always remember to fuel up before longer journeys and check traffic conditions, especially when driving into Chicago, to ensure a smooth trip. For more options, explore Convertible Car Rentals in Winnetka.

Are there any hidden fees when renting a car on Expedia?
Expedia aims to show the key price and important rental details clearly during booking, so you know what to expect before you reserve. In some cases, car rental companies may apply additional charges at pick-up or during the rental, such as security deposits, tolls, fuel charges, extra driver fees, or local requirements, so it's worth checking the supplier's rental terms before you book.
Are there any long-term car rentals in Winnetka?
Yes, there are several long-term car rental options available in Winnetka. Whether you're planning an extended holiday with the family, relocating temporarily, or simply need a vehicle for several weeks or months, many car rental providers offer flexible long-term rental plans tailored to your needs. Click on our long-term car rental deals page, enter your trip information and then book a ride that suits.
Do you need insurance to rent a car in Winnetka?
No, you don't need personal auto insurance to rent a car in most cases. You will, however, be required to purchase some insurance to cover the duration of the rental. Rental companies will offer this insurance when you rent the car. Certain personal car insurance policies can also be applied to rental cars, and travelers can even use non-owner car insurance if they rent cars often but don't have a car of their own. Additionally, some car rentals simply include rental car insurance within the price of the rental.
How much does it cost to rent a car in Winnetka?
Budget car rental in Winnetka can be easy to find, with prices based on rates seen within the past seven days from $30. To find some of the cheapest options, sort your search results by price and use filters to match your budget and travel needs. For added flexibility, it's also worth exploring one-way car rentals.
What are the top car rental deals in Winnetka?
No matter what kind of vehicle you're looking for, Expedia makes it easy to find a great car rental deal in Winnetka. The easiest way to get a good deal on a rental car is to use our filters. At the top of the filter list, you'll find a section featuring our best car rental offers. Check the filter for "Great Deal," and your search results will be filled with specials. Compare offers from trusted rental providers, choose the option that fits your trip, and book with confidence. For even more value, bundle your Winnetka car rental with a hotel or flight to unlock additional savings.
What do I need to rent a car in Winnetka?
To rent a car in Winnetka, a current driver's license and a credit card in the same name are essential. If you're opting out of the company's insurance plan, then you may also need proof of other coverage. Rules may differ between rental companies, so read through your policy.
What happens if I need to cancel my Winnetka car rental?
If you need to cancel your Winnetka car rental, read over the policy to be sure, but almost all prepaid rentals are eligible for a complete refund if you notify us at least six hours prior to the pickup time, though there may be some exclusions so check your itinerary for more information, or just click through to our Customer Service Portal.
Why should I rent a car in Winnetka with Expedia?
Booking your car rental on Expedia makes it easier to get more out of your trip from the start. With a wide choice of car rentals, you can compare prices, suppliers and deals all in one place, then bundle your car with a hotel which could help you save even more. Join our free One Key™ travel rewards program to instantly unlock additional savings.

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