Need a rental car in Chicago, IL? Enterprise Rent-A-Car is Here For It. Whether your car is in the shop, you're running errands, or planning a weekend getaway, we're ready with a wide range of vehicles and flexible rental options. Enjoy easy, stress-free rentals and friendly service that gets you on your way fast. Reserve your rental car with Enterprise at our Chicago Uptown location today.
Many customers praised the staff for being friendly, helpful, and efficient, with specific mentions of employees like Natalie, Porsche, and Martin.
Rental Experience
Overall, customers reported smooth and quick rental processes, with many highlighting the cleanliness and condition of the vehicles.
Communication Issues
Several reviews noted problems with transparency regarding pricing and availability, as well as poor communication from the staff regarding reservations.
Mixed Reviews
While many customers had positive experiences, there were notable complaints about overcharging, lack of vehicle availability, and unsatisfactory responses to issues.
MG
Michael Grossmann
Dec 30, 2025
5.0
In today's world we tend to remember those ever so rare instances when someone inherently amazing goes above and beyond in our greatest time of need. It's equally AMAZING the lasting impression a smidgen of extra effort, a glimpse of genuine human compassion, and a warm and assuring smile in the face of adversary leaves a client with......
"Natalie" at Sheridan Enterprise did just that and more! I couldn't possibly thank her enough for her superlative customer service and steadfast dedication to providing it.
We can all relate to having things go bad at the most innopertune of times. In my case a work truck went down with a time sensative deadline looming. To add insult to injury I discovered my credit card I used to reserve my reservation had been compromised. Natalie went above and beyond to assist me to remedy the matter in steadfast time starving off what could have proven a logistical nightmare. In 30 years in business I don't recall a complete stranger ever working so diligently and unselfishly in above and beyond capacity to assist me. I think every employer across America and beyond wishes their employees to instill the same fortitude, dilligence, dedication and ultimately the positive lasting impression Natalie left us with. We can't possibly thank her enough.
Natalie, Porsche, Marcus..... I truly hope your superiors or the corporate brass at Enterprise know just how lucky they are to have such dilligent and dedicated staff amongst their ranks! Thank you again for proving customer service is not dead!
MW Grossmann
President & CEO
MW & Crane
Edgewater Chicago
RW
Richard Whitehead
Dec 21, 2025
5.0
My vehicle was having insurance repairs done and Enterprise provided the rental. Everyone was very pleasant and the whole experience went smoothly. I left my parking pass in the rental after returning it and recieved a call from Porsche W. notifying me how and where to pick it up. Thank you!
EK
Elijah King
Dec 17, 2025
2.0
Booked a vehicle for a relative. Relative was okay with the vehicle. My issue is the lack of transparency and accuracy of daily rates. When you stop in and meet with the manager you'll hear one rate, but at the end of the term you're billed another rate. Its more annoying to have to fact check a company that's been around for years. The other issue is the lack of communication from enterprise. Booking the vehicle not knowing how long my relative would need it, one of the associates explained that after 5 days enterprise would contact me back to renegotiate the terms of the agreement and contract extensions, however on the 5th day there was no call or email. At this point the staff at McDonald's can do a better job servicing customers seeking to rent a vehicle.
CK
Candace Kuhn
Nov 22, 2025
5.0
I've rented from here several times this past year and Natalie has been amazing!!! Super friendly and on top of it. She seems very organized and has great attention to the customer's needs. The positive renting experience is a top reason I've used Enterprise instead of Zip Car for most of my car needs this year.
AM
A Maeder
Nov 20, 2025
5.0
Very gracious, helpful, friendly and professional people at this Sheridan Road location. Made renting a car a very easy process. Car was ready on time and was clean and drove well. Would definitely rent from this location again.
Frequently Asked Questions About Enterprise Rent-A-Car
What types of vehicles does Enterprise Rent-A-Car in Chicago Uptown offer?
Enterprise offers a wide range of vehicles including rental cars, vans, and luxury cars to suit various needs.
Where is Enterprise Rent-A-Car located in Chicago?
It is located at 5313 N Sheridan Rd, Chicago, IL 60640.
What are the rental hours for Enterprise Rent-A-Car in Chicago Uptown?
The location is open Monday to Friday from 8:00 AM to 6:00 PM, and on Saturdays and Sundays from 8:00 AM to 1:00 PM.
Can I book a rental car online for Enterprise's Chicago Uptown location?
Yes, you can reserve your rental car online through their website or reservation URL provided.
What payment options does Enterprise Rent-A-Car accept?
They accept American Express, Cash, Check, Discover, MasterCard, and Visa.
Does Enterprise Rent-A-Car in Chicago Uptown offer any discounts?
Yes, they have discounts for active military members.
What languages are spoken at Enterprise Rent-A-Car in Chicago Uptown?
English is spoken at this location.
What nearby healthcare services are close to Enterprise Rent-A-Car?
Nearby healthcare services include Jennifer Scherbauer DC ND LAc chiropractor, Active Health Centers Ltd hospital and physical therapy, and The Delicate Art of Dentistry.
Are there places to eat near Enterprise Rent-A-Car at Chicago Uptown?
Yes, nearby dining options include WOW Pizzeria, known for pizza and fast food, and Tedino's, offering pizza, American, and Italian cuisine.
How can nearby public transportation or local attractions help me when visiting Enterprise Rent-A-Car?
While specific transit stations are not listed, nearby attractions like Empirical Brewery and local salons such as Crystal's Beauty Salon & Spa provide convenient things to do before or after your rental visit.