Entourage Driving School
“Eddy was a great instructor and I learned so many important things from this class.”
Best Driving Schools in Chicago, IL
15 schools listed · 14 in Chicago · 1 open 24/7 · 11 open weekends · 12 rated 4.5+
Data verified October 16, 2026
Juarez Truck Driving School
“Old man Berto is a awesome trainer 👏 👌 the best, I also want to give Thanks to the front office Stella and everyone up there.”
Nova Driving School
“Great experience from start to finish with supplemental driving training for our daughter - having the road test through Nova was a big plus as well.”
CDL Columbia Driving School
“Great school with great instructors William , Zen , Jerry, Tom and Roman and the best !”
Citizens Driving School
“He gave a lot of valuable insights which made me feel more confident in driving”
Ride Chicago Motorcycle and Driving School
“I feel very confident in my basic skills now and should be able to pass my M class with ease”
The 15 schools listed for Chicago, IL teach driving. Lessons happen on the road rather than at an address, so the area a school covers matters more than where its office sits; details come from what each one publishes.
Area overview: Chicago, IL
14 of the 15 schools we list are based in Chicago; the other one serves Chicago from Cicero (4 mi). The schools on this page are rated from 4.0 to 5.0 across 6,857 reviews; 11 have 50 or more reviews and 12 are rated 4.5 or higher. The topics that come up most in reviews of the schools on this page are "skills", "confidence" and "patient". 1 is open around the clock; 11 are open on Saturdays and 5 on Sundays. 1 shows a license on its website and 5 have a BBB rating of A or A+. 11 have ten or more years of experience, the longest 54 years. We have a website on file for 13 of the schools on this page; 8 publish a contact page; 8 list a public email and 2 take bookings online. We count these figures across the schools on this page; distances are straight-line, and hours and prices change, so confirm the details with the school before you enroll.
Do all the driving schools on this page cover Chicago?
14 of the 15 are based in Chicago, and the others sit within 15 mi. Coverage is a business decision rather than a distance, and an instructor two towns over may well take you while one nearby will not. Ask about pickup before you rule anyone out.
Central Driving Academy
“I learned so much and really feel like I am prepared for driving in the city.”
Mid City Truck Driving Academy
“The staff at the yard are awesome they don't want you to fail and really help out alot with how to control and understand your vehicle.”
CDL Expert Driving School
“Class time is taken very seriously which makes you really learn fast for you to move on to the yard.”
Chicago Driving School
“Very good school to learn driving skills the instructors were superb and very patient with me thanks to the entire Chicago driving school staff 😊😊”
Imperial Driving School
“He will teach you all you need to know about driving and the rules of the road.”
Cruising Academy Driving School
“I'm 32 years old I would of never have thought that I would get a driver license, but I did all thanks to Becky and the Cruising Academy.”
America CDL
“Very good teaching, I recommend it 🙏💪🚚🚚🚚🚚 …”
Innovation Driving School
Progressive Truck Driving School Inc.
“All of them will share their experience and knowledge along the way.”
Why these companies made our list
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