Cheap Car Rentals in Oakland, Chicago from $5
This price is the cheapest per day rate found by a Cheapflights user in the last 48 hours by searching for a car rental in Oakland with a pick-up date of 6/25 and drop-off date of 6/29. Fares are subject to change and may not be available at all agencies or on all dates of rental.
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Best Oakland, Chicago car rental deals
Browse through the best deals we’ve found on Oakland car rental deals at this time. Deals are sourced from providers and were last updated on June 16, 2026.
Chevrolet Spark$5/day
2
M
A/C
Toyota Corolla$5/day
4
M
A/C
Buick Envista$5/day
4
M
A/C
Cheapflights insights for Oakland car rentals
Get relevant, data-driven information to help you rent a car in Oakland, including pricing trends, ideal booking times, and more.
What is the best car rental company in Oakland?
Based on Cheapflights user feedback, the highest rated car rental company in Oakland is Enterprise Rent-A-Car (rated 8.0/10 with 6 reviews). Sixt (rated 7.2/10 with 12 reviews) is also highly rated by our users.
Enterprise Rent-A-Car
8.0
Sixt
7.2
Avis
6.2
Hertz
5.8
Which car rental company has the most locations in Oakland?
Both Enterprise Rent-A-Car and Avis have 3 locations in Oakland, more than any other rental company in the area.
Top rental agencies in Oakland, Chicago
Explore the most popular car rental suppliers in Oakland, including their locations and customer reviews, to make the best choice for your next trip.
Overview
Locations
Enterprise Rent-A-Car
6 reviews•3 locations
Overview
Cleanliness
8.1
Comfort
8.2
Overall
8.0
Pick-up/drop-off
7.9
Value
7.6
View Enterprise Rent-A-Car Locations in Oakland
Overview
Reviews
Locations
Sixt
12 reviews•1 location
Overview
Cleanliness
8.1
Comfort
8.0
Overall
7.2
Pick-up/drop-off
7.2
Value
7.3
Recent reviews
2.0
|Apr 2023Poor customer service at this location
2.0
|Mar 2023I specifically rented a luxury vehicle. When I arrived at the location, they had none available and offered no apology or explanation.
4.0
|May 2022I had to trade my first car for another one because I was getting tickets due to the fact that the license plate had expired a month earlier. Both times the pick-up process took forever. The only place to sit in the dingy office is a ledge along the windows. The staff (only two people) was very nice and helpful but clearly overwhelmed. Even though this office is only four blocks from where I live I'm not sure I want to rent from them again.
1 out of 4
View Sixt Locations in Oakland
Overview
Locations
Avis
1 review•2 locations
Overview
Cleanliness
7.0
Comfort
7.3
Overall
6.2
Pick-up/drop-off
6.2
Value
6.2
View Avis Locations in Oakland
Overview
Locations
Hertz
1 location
Overview
Cleanliness
6.7
Comfort
6.7
Overall
5.8
Pick-up/drop-off
5.9
Value
5.9
View Hertz Locations in Oakland
Overview
Locations
Budget
11 reviews•3 locations
Overview
Cleanliness
6.7
Comfort
6.8
Overall
5.7
Pick-up/drop-off
6.0
Value
5.7
View Budget Locations in Oakland
Oakland Car rental FAQs
Find answers to frequently asked questions about car rentals in Oakland, including policies, requirements, and more. FAQs were last updated on June 16, 2026.
Can I rent a car for a month at Oakland?
Yes, renting a vehicle at Oakland for a month is certainly possible.
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