At Chief Chicago Limo, we take pride in delivering premium, technology-driven limousine services across the Chicago metropolitan area and beyond. Our platform allows clients to book and manage their rides independently through an easy-to-use online systemno calls or emails required. Whether you need reliable airport transportation to OHare or Midway, a long-distance ride, or executive car service, our fleet of late-model vehicles and professional chauffeurs ensure your journey is safe, timely, and comfortable. We also offer options for hourly service, point-to-point transfers, and interstate travel across the U.S. and Canada. For added convenience, we accept cryptocurrency payments and provide flexible booking for private jet connections and armed executive protection services.
Chief Chicago Limo was founded on principles of reliability, transparency, and a personal approach. After years of experience as a chauffeur, I created a fully self-booking Chicago limo service designed to simplify ground transportation without compromising quality. Every ride is supported by real-time communication with drivers, personalized confirmations, and constant availability from our team. Over the past decade, we have built a culture focused on punctuality, professionalism, and integrityvalues that have earned us loyal clients and top ratings. Our mission for the next decade remains the same: to offer dependable, affordable luxury transportation and expand our services nationwide.
Chief Chicago Limo was founded on principles of reliability, transparency, and a personal approach. After years of experience as a chauffeur, I created a fully self-booking Chicago limo service designed to simplify ground transportation without compromising quality. Every ride is supported by real-time communication with drivers, personalized confirmations, and constant availability from our team. Over the past decade, we have built a culture focused on punctuality, professionalism, and integrityvalues that have earned us loyal clients and top ratings. Our mission for the next decade remains the same: to offer dependable, affordable luxury transportation and expand our services nationwide.
Served areas
- Chicago, IL
Highlights and features
- 100% online self-booking limo platform in Chicago
- Reliable, affordable, and luxury airport transportation
- Professional chauffeurs ensuring safety and comfort
- Pay with crypto or save more by paying cash
- 24/7 personalized customer support directly from the owner
- Expanding premium chauffeur services to other U.S. cities
Payment methods
- Cash, Debit cards, Credit cards, Mobile payments
Services
Chief Chicago Limo delivers exceptional airport transportation across Chicago and surrounding areas. Our drivers stay in contact from the moment your flight lands, guaranteeing smooth and timely pickups. Each luxury vehicle is meticulously maintained for your comfort and safety. Whether traveling locally or long distance, our commitment to reliability and excellence remains unmatched. 
Our Corporate Limo Service provides a seamless and luxurious transportation experience for executives and business travelers. With a modern fleet of sedans, SUVs, and limousines, we ensure comfort, privacy, and punctuality for every trip. Our advanced booking system simplifies scheduling for corporate travel managers and assistants. Whether for airport transfers, meetings, or long-distance trips, we deliver unmatched reliability and professionalism. 
Experience true luxury with Chief Chicago Limos Black Car Service Chicago. We combine high-end vehicles, expert chauffeurs, and 24/7 availability to deliver exceptional transportation across the city and beyond. Each ride reflects our dedication to safety, comfort, and precision. Whether its a meeting, airport pickup, or evening event, we provide service that defines professionalism and dependability. 
Our Chicago Courier service offers expedited, same-day delivery for packages, documents, and small parcels across the city and beyond. We maintain a large fleet of sedans and SUVs, staffed with fully licensed, fingerprinted chauffeurs to ensure security and confidentiality. Whether moving legal filings, medical records, or business supplies, we provide a professional, reliable, and timely courier solution every time.
Reviews (19)
Nicole Wegrzyniak
Sep 27, 2025
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Amazing experience! Top notch communication, quick pick up, clean car. I received a message right as I landed with an introduction and information about the car, including the license plate. It was a smooth pick up with no waiting, a comfortable ride, and a seamless overall experience. Best airport pickup Ive ever had. I would recommend to all.
Devlin Conroy
Sep 06, 2025
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Bobby Johansen
Jul 26, 2025
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I was in Chicago for a weekend wedding and called Chief Chicago Limo for transportation services. We booked for 7 hours that ran over into 9. The driver was super accommodating, very flexible and extremely professional. Appreciated their services so much we secured a few cars for return airport runs. Id highly recommend this firm.
Ed Lee
Jul 03, 2025
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Nicole Nay
Jun 21, 2025
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D.
May 06, 2025
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Stephanie Cawthon
Apr 24, 2025
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Kelli Stanton
Dec 05, 2024
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Eli Yabanozova
Nov 02, 2024
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We needed transportation for our large group and did not want to use the company we had last year because they showed up late and their bus was old and dirty. We found Chief Chicago Limo and decided to book with them. Excellent service, text reminders and notifications, even arrived 20 minutes earlier, new and clean charter bus. They made me sign a contract and verify my credit card which kind of bothered me a bit but we got what we wanted. Their bus service is not cheap but its the best. Highly recommend!
Cynthia R.
Sep 29, 2024
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Rcl Oei
Mar 22, 2024
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Liana Zelli
Sep 09, 2023
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Ellen McDermott
Jun 16, 2023
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Mark Ralls
Jun 11, 2023
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Najin Vossooghi
Apr 21, 2023
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Excellent car service! I want to give 10 Stars! Exceptional service from start to finish! Easy booking, great communication, amazing driver that was very personable, friendly and professional! Flight was delayed for several hours, but I had nothing to worry about since the driver had already checked the flight status and was already at the airport waiting for me to help me with my luggage! Overall I had an amazing experience and highly recommend!
Miles Folsom
Aug 09, 2022
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A great service. Our driver was timely and polite. He knew when to talk and when to let us to our ride silence. I took this trip several months ago, but I am only now getting around to leaving this review. The great span of time between the ride and the time I leave this review, I hope, testifies to how lovely of an experience was made out of a simple drive to and from the airport.
Bernard Porebski
Sep 30, 2021
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Kalo is a fantastic driver. We hire him for every trip that we need transportation for. His fleet consists of reliable vehicles and we trust him with our transportation needs. We had our infant daughter in tow, installed her car seat, and the drive was seamless. We highly recommend this friendly and professional company!
Brooksley Bishop Violinist
Aug 20, 2021
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Hal Hart
May 04, 2021
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Kalo showed up early, brought me breakfast, and provided excellent service and recommendations throughout my trip. Much better than hoping an Uber driver shows up on time or is even available.
Every trip to Chicago will include transport from Chief Chicago Limo from now on. It's just too reliable and convenient not to.
Every trip to Chicago will include transport from Chief Chicago Limo from now on. It's just too reliable and convenient not to.