$17 Car Rental Oakland, IL

These Oakland insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 26, 2026.

Reasons to book a car rental in and around Oakland

Renting a car in Oakland provides the freedom and flexibility to explore the area at your own pace. With a vehicle, you can easily manage your luggage and create a travel itinerary that suits your needs. This convenience appeals to families seeking outdoor experiences, business travelers, and those interested in cultural activities. Key attractions are within easy reach, such as Grant Park, located 4 miles away, which is perfect for family outings and outdoor fun. The Art Institute of Chicago, also 4 miles from Oakland, offers rich cultural experiences, while the Griffin Museum of Science and Industry, just 2 miles away, is ideal for family-friendly exploration. Additionally, you can venture into nearby neighborhoods like Downtown Chicago, 5 miles away, where you can find attractions like the Field Museum of Natural History. North Kenwood, less than 1 mile from Oakland, is home to major sights like Grant Park and the Art Institute. With a rental car, you can enjoy the diverse offerings of Oakland and its surroundings without the constraints of public transport.

Most popular car rentals around Oakland

• Midsize: The Midsize car is a great option for those traveling in groups or with family, accommodating up to 5 travelers and offering space for up to 3 large suitcases. This type of vehicle strikes the perfect balance between comfort and practicality, making it ideal for exploring the attractions around Oakland while ensuring you have enough room for your luggage and personal items.
• Standard SUV: If you’re looking for versatility, the Standard SUV is an excellent choice. It comfortably fits 5 travelers and has space for up to 2 medium suitcases. This vehicle type is perfect for couples, families, or groups who want the added height and command of the road that an SUV provides, making it a popular pick for those exploring Oakland and its surroundings.
• Compact: The Compact car is a smart choice for solo travelers or couples, easily accommodating 5 travelers and up to 3 medium suitcases. This option is ideal for those who want to navigate the city with ease while having enough room for their belongings. Its smaller size allows for easier parking and maneuvering, making it a favorite for many visiting Oakland.

Top rated car suppliers around Oakland

• Enterprise: With three rental locations conveniently situated within 2 miles of Oakland, Enterprise is a top choice for travelers seeking flexibility and friendly service. Known for its customer satisfaction, this supplier offers a variety of vehicles, with Midsize SUVs and Compact SUVs being the most booked options. Enjoy the ease of managing your luggage and adjusting your itinerary as you explore the area.
• Hertz: Located 5 miles from Oakland, Hertz provides a reliable option for car rentals. With a focus on quality service, this supplier features Midsize SUVs and Fullsize vehicles as the most popular choices among travelers. Hertz makes it easy to hit the road and discover everything that Oakland and its surroundings have to offer.
• Sixt: With two rental locations within 4 miles of Oakland, Sixt is another excellent choice for car rentals. Known for its commitment to customer satisfaction, Sixt offers a selection of Midsize SUVs and Fullsize vehicles that cater to various travel needs. Enjoy the convenience of having a car at your disposal to explore the vibrant neighborhood and beyond.

Where to stay around Oakland

• Oakland: Situated within the vibrant city of Chicago, Oakland offers a unique city-themed experience with proximity to several attractions. Visitors can explore nearby urban parks and sports facilities, making it a suitable choice for families and outdoor enthusiasts. The local dining scene features various restaurants and wineries, providing ample options for food and drink. Don't miss the chance to visit notable locations like Millennium Park, which is perfect for family and outdoor activities.
• North Kenwood: Located less than 1 mile from Oakland, North Kenwood presents a blend of educational and recreational opportunities. This neighborhood is ideal for families, with attractions like Grant Park, an urban park that caters to outdoor activities. The Art Institute of Chicago and the Griffin Museum of Science and Industry are cultural highlights nearby, offering enriching experiences. Enjoy the local food scene with various restaurants that cater to diverse tastes.
• Downtown Chicago: About 5 miles from Oakland, Downtown Chicago is a bustling neighborhood offering a plethora of attractions suited for family and city-themed experiences. Key points of interest include the iconic Michigan Avenue and State Street, both renowned for shopping and entertainment. The Field Museum of Natural History provides a cultural excursion for families. With numerous dining options and vibrant nightlife, Downtown Chicago is a prime location to stay for those looking to immerse themselves in the city's energy.

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

1. Use filters to find the right car: Refine your search by selecting vehicle types and specific features. Whether you require an SUV for added space, a convertible for summer enjoyment, or an economy car for budget-friendly travel, utilize the filters on Expedia to discover the ideal match for your journey.
2. Book in advance to help lower costs: Rental prices vary based on demand, so it's advisable to secure your car well ahead of your trip. By booking in advance, you're likely to obtain lower rates and enjoy greater availability, particularly during peak travel seasons.
3. Consider a smaller car for savings: Smaller vehicles are typically more affordable to rent and easier to park in crowded areas. Mid-size rentals strike a good balance between cost, 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 be unavailable. This can also apply to renters over 70. Always verify the age requirements before making your reservation.
5. Check fuel policies: Some rentals operate under a full-to-full fuel policy, meaning you must return the vehicle with a full tank to avoid additional fees. This is typically the best option. Others may provide full-to-empty or prepaid fueling options, which are also acceptable. Just be sure to return the car empty in that case.
6. Save on city and airport pickups: You may often incur a surcharge for picking up your rental car at airports, but the added convenience might make it worthwhile.
7. Know your payment options: Many car rental companies exclusively accept credit cards for payment.
8. Understand your insurance coverage: Car rental insurance can help you avoid unexpected expenses and provides peace of mind in case something unforeseen occurs during your trip. It's easy to include car rental insurance when booking through Expedia.
9. Consider unlimited mileage: If you're planning long road trips, seek rentals that offer unlimited mileage to prevent extra charges.
10. Bring your driver's license and ID: A valid driver's license is necessary to rent a car.

Best time to rent a car in and around Oakland

The best time to rent a car in and around Oakland is January, when both prices and demand are slightly low. This month offers great value, making it ideal for travelers. February maintains this trend with low prices and demand as well. March sees an increase in demand but remains at average pricing. However, the situation changes from June through August, as prices and demand rise, peaking in July, the most expensive month for rentals.

Calendar Month	Temperature	Precipitation	Cloudiness	Demand	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Average	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Average
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Average
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Average	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Average	Slightly Low