Best Private Chauffeur in Chicago

The Boss

You Book, We drive. As long as the trip starts or ends in Chicago, at O’hare or Midway airports, we will drive thousands of miles for you.

Enjoy the first fully self-booking platform for limousine services in Chicago. Save yourself time and headaches by getting instant quotes in less than 30 seconds and booking a limo in under 2 minutes. If you think we are the right fit for your ground transportation needs, create an account with us and use the perks of the booking system.  Save addresses, passengers, payment methods, book through text or email, book for others, keep track of expenses, run reports, etc. Read HOW TO BOOK section or play with the booking tool on our home page or at the end of this one.

After you place a reservation online, our team will review it and if everything is OK, we will email you a confirmation. It’s that simple.
There are rare cases your reservation maybe rejected. If we think your booking is not safe for execution or you fail the random credit card verification process, we will send you a cancellation confirmation.

The Birth Of Chief Chicago Limo And Why Book With Us

During his time as a chauffeur for a couple of the oldest and best limousine service companies in Chicago, the owner learned many things- both what to do and what NOT to do.

At that time, the Chicago limo companies were still operating old school while Uber and Lyft were utilizing technology and gaining speed. The industry needed a change and that’s how Chief Chicago Limo was born. We are the first fully online self-booking platform for rides in Chicago. Booking a limo has never been easier since then. We continue to embrace technology in order to improve clients’ experience.
No more phone calls. You can book a ride with us when you are unable to talk. Just open the booking tool and place a reservation online. Account holders can even book via TXT or e-mail. We deliver smart cars service at the palm of your hand.
Efficient airport pick ups. We text you as soon as you land and communicate with you so you don’t have to wait long the arrival of your limo at the terminals. Keep us updated and your pick up at O’hare or Midway airport will be stress-free.
Cheap airport limo service options. We are also the first black car service in Chicago to offer clients huge cash discounts on airport transportation. Same vehicles, same service, but pay cash and ride for less.
Car service with a twist of personal touch. We try to get to know all of our clients and deliver a customized service tailored to each of them. There is nothing better than a client who feels comfortable and safe with our chauffeurs. industry.

What’s Next- The Promise

Hopefully we survive the COVID19 aftermath that hit our industry so bad and move on. Chief Chicago Limo will continue embracing technology to improve the way clients book a limo.Always expect the best from us. Our chauffeurs are the friendliest in the industry and they will walk the extra mile for you. Fleet is always up to date, clean and spacious. You can fully trust us with all your business and leisure ground transportation needs. We treat every single client like a king and there is no room for mistakes at Chief Chicago Limo.


We are Looking forward to driving you soon!




Get Instant Rates & Book Online

Online Reservations