The 16 Best Private Driver Services in Chicago
Traveling in Chicago offers a mix of bustling city streets, iconic architecture, and world-class attractions. But navigating the city — especially when you’re tired after a long flight or rushing to catch a flight — can be stressful. That’s why private driver services are a smart choice, offering comfort, reliability, and a touch of luxury. Whether you’re arriving at O’Hare or Midway, or simply want to explore the city in style, Chicago’s private transfer options have something for all. They’re especially handy if you prefer avoiding crowded public transit, taxi lines, or ride-sharing apps, which can sometimes leave you waiting.
In this guide, we’ll look at some of the top private driver services in Chicago, comparing their features, pricing, and reviews. From quick airport pickups to full-day city tours, these services help you start and end your trip smoothly. If you want to avoid the hassle and focus on enjoying the city, one of these trusted providers should fit the bill.
Quick Overview
Our list includes options for airport transfers, both arriving and departing, with private SUV and sedan services. There are quick curbside pickups at O’Hare and Midway, as well as door-to-door transfers from downtown hotels. The services range from luxury SUVs with room for six passengers to compact sedans perfect for couples or solo travelers. Several options feature professional, fully uniformed chauffeurs with excellent reviews, making them ideal for business travelers or anyone who appreciates a polished experience. For details on each, check the individual transfer services.
Below, we’ll explore each service in detail, highlighting what makes them stand out and helping you decide which best fits your needs.
1. Meet and Greet Private SUV Transfer from ORD to Downtown Chicago
Starting your trip with ease is possible thanks to this private airport transfer from O’Hare. After your flight lands, your driver will be waiting for you directly at the terminal, ready with a luxurious, air-conditioned SUV. The service is flexible, with a duration of 30 minutes to 1 hour 30 minutes, depending on your destination. Reviews praise the driver’s professionalism and vehicle cleanliness, with many noting the convenience of avoiding taxi lines. This service costs $300 per group, up to six people, making it a good deal for families or small groups seeking comfort right from the airport.
Key highlights include personalized scheduling, a private experience, and a stress-free start to your visit. This is a top-tier choice if you value comfort and punctuality. The only potential downside is the price, but for the convenience and service quality, many find it worth it.
Bottom line: If you want a smooth, private start to your Chicago adventure, this meets the mark with high reviews and a tailored experience.
2. One-Way Private SUV Transfer from Downtown Chicago to O’Hare
For a reliable ride back to O’Hare after a busy day of sightseeing, this private transfer tops the list. Costing $155 per group (up to six passengers), it offers a luxury SUV to whisk you from downtown to the airport. The service runs 24/7, so no matter your flight time, you’re covered. Reviewers highlight its professional punctuality and friendly drivers—a real relief in Chicago’s traffic.
This service is ideal if you prefer to avoid public transit or shared shuttles and want a private, hassle-free experience. The ride duration is roughly 30 minutes to an hour, depending on traffic.
Key highlights include avoiding public transit lines and saving money compared to taxis. It’s a solid choice for families or small groups wanting reliable comfort on their way out of the city.
Bottom line: When you need a stress-free ride to O’Hare, this private SUV transfer is dependable and well-reviewed.
3. One-Way Private Curbside Midway Airport Transfer
Midway Airport travelers can skip the chaos of public transit with this private curbside transfer. After landing, you text your driver, meet outside at the pickup area, and hop into a luxurious private vehicle. The flat price of $133 per group (up to three people) offers good value for a straightforward ride. Review comments praise the friendly, professional service and the vehicle’s cleanliness.
This service is perfect for those flying into Midway and wanting to start their Chicago trip without delays. The timing is flexible and tailored to your flight schedule.
Key highlights include quick curbside pickup, luggage assistance, and the comfort of a private ride. It’s especially suited for solo travelers or couples.
Bottom line: For a smooth and affordable start at Midway, this private transfer offers reliability and comfort.
4. One-Way Private O’Hare Airport Curbside Transfer by SUV
Arriving at O’Hare and want to avoid the hassle of taxis and ride-shares? This curbside SUV transfer is designed for convenience and comfort. For $160, up to six people can enjoy a private, spacious SUV directly outside the terminal. The driver will help with your luggage and whisk you straight to your downtown hotel.
The service is available 24/7, with drivers tracking flight status for any delays. Reviews mention professional, safe driving, and vehicles that are clean and well-maintained.
Key highlights include quick curbside pickup, stress-free logistics, and a luxury ride for groups. It works well for families or small groups arriving after a long flight.
Bottom line: A dependable, comfortable way to start your Chicago stay from O’Hare.
5. One-Way Private Transfer from Downtown Chicago to ORD by Sedan
If your group prefers a more intimate, luxurious experience, this private sedan transfer from downtown to O’Hare offers a high-rated service on TripAdvisor and Yelp. For $133, you get a newer model luxury vehicle with an experienced chauffeur who will handle your luggage and drive you directly to the airport.
This service is ideal for small groups of up to three people who want comfort and professionalism without the SUV’s extra space. Many reviews commend the promptness and courteous drivers, making for a relaxing start or end to your trip.
Key highlights include a luxury experience in a well-maintained vehicle, tailored scheduling, and high ratings for reliability. It’s perfect for those valuing a premium ride.
Bottom line: For a refined, private ride to the airport, this sedan transfer offers top-tier comfort and service.
6. Curbside SUV Transfer from ORD to Downtown Chicago
A reliable arrival option, this curbside transfer from O’Hare to downtown costs $240. The driver will meet you curbside, help with your luggage, and then escort you straight to your hotel in a luxury SUV. Perfect for families or small groups, the service is tracked for flight delays and offers personalized service.
Reviews highlight professional drivers and vehicles that are like new. It’s a straightforward way to start your Chicago visit without the stress of public transit or ride-shares.
Key highlights include door-to-door service and an emphasis on comfort and punctuality.
Bottom line: If you want a premium, hassle-free start, this curbside SUV transfer is an excellent choice.
7. Private Sedan Transfer from Chicago Downtown to O’Hare Airport
This highly rated service offers a luxury sedan to take you from your downtown hotel directly to O’Hare. Starting at $220, it’s tailored for up to two passengers seeking a quiet, comfortable ride. Chauffeurs are professional and punctual, according to numerous reviews.
The service is ideal if you’re traveling light or want a more personalized experience. The focus is on comfort and reliability, making it popular among business travelers.
Key highlights include a luxury vehicle, door-to-door service, and timely pickups.
Bottom line: If you need a private, quiet ride with a premium feel, this sedan transfer is perfect.
8. One-Way Private ORD Airport Meet and Greet Transfer by Sedan
This top-rated Chicago service offers a meet and greet at ORD in a luxury sedan. For $154, a professional chauffeur will meet you at the arrivals area, assist with luggage, and escort you to your destination. The driver is fully background-checked, insured, and tracks flights for punctuality.
Excellent reviews praise the friendly, professional staff and luxury vehicles. It’s a popular choice for travelers who value personalized service and a stress-free arrival.
Key highlights include full professionalism, flight monitoring, and luxury comfort.
Bottom line: For a seamless, personalized airport greeting, this service delivers excellent reliability.
9. Chicago: ORD Airport Private Transfer to Chicago City|Hotels
This flexible transfer service provides a private vehicle to your Chicago hotel or other destinations. Starting at $40 per person, it offers scheduled pickups and luggage assistance. With over 40 reviews, it’s known for punctuality and professional drivers.
Ideal for those wanting a budget-friendly yet reliable door-to-door transfer, it allows for customized timing and service tailored to your flight.
Key highlights include luggage help and private, climate-controlled vehicles.
Bottom line: A good budget option that doesn’t compromise on professionalism and comfort.
10. Private SUV Transfer from Chicago Downtown to O’Hare
Travelers can enjoy a stress-free ride with this private SUV transfer from downtown to O’Hare. For $240, the driver will pick you up at your hotel or address, help with luggage, and deliver you directly to your terminal. The service is timely, with drivers tracking flights for delays.
Many reviews praise the spaciousness and cleanliness of the SUV and the professional demeanor of the drivers.
Bottom line: A comfortable, private transfer ideal for small groups or families heading to the airport.
11. Curbside Sedan Transfer from O’Hare Airport to Downtown Chicago
For a straightforward, cost-effective arrival option, this curbside sedan transfer costs $190. The driver will meet you curbside, help with your luggage, and deliver you to your downtown hotel. Many reviewers appreciate the prompt, courteous service and flat fee, avoiding meter surprises.
It’s an excellent choice if you’re traveling solo or as a couple, seeking comfort and simplicity.
Bottom line: Reliable, affordable, and easy—perfect for small groups arriving at O’Hare.
12. Private SUV Transfer Between O’Hare and Madison WI
If your plans include a trip to Madison, Wisconsin, this luxury SUV transfer is a top option. For $800, you get a professional chauffeur, recent-model vehicles, and dependable service. The transfer takes roughly 2 hours 20 minutes to 2 hours 55 minutes, making it suitable for those wanting a comfortable ride between cities.
While reviews focus on professionalism and reliability, the price reflects the premium service and distance involved.
Bottom line: Best suited for those wanting a luxurious, private drive between Chicago and Madison.
13. One-Way Private Curbside Midway Airport Transfer by SUV
For Midway travelers seeking premium service, this $155 SUV transfer offers federally background-checked drivers and federally insured vehicles. The driver will meet you curbside, help with your luggage, and deliver you directly to your destination. Reviews commend professionalism and vehicle quality.
It’s especially appropriate for families and small groups wanting a seamless, comfortable ride.
Bottom line: A trustworthy, convenient choice for Midway arrivals.
14. Private SUV Transfer from Chicago Downtown to Midway Airport
This $240 private SUV transfer is perfect for catching a flight from Midway. It includes 15 minutes of waiting time and door-to-door service from your downtown location. Many reviews mention professional drivers and a comfortable, spacious ride.
Ideal for small groups or families with last-minute packing or airport timing needs.
Bottom line: Comfort and reliability in one package for your Midway departure.
15. Round Trip Private Transfer ORD Airport to Chicago City Oak Brook
This round-trip package simplifies your Chicago stay, with $91.66 per person providing both arrival and departure transfers. It includes flight monitoring, luggage assistance, and timely pickups. The service is praised for smooth, nonstop rides and no hidden fees.
It’s best for travelers who want seamless logistics and a stress-free experience over multiple days.
Bottom line: Great value for those needing reliable, round-trip airport transfer.
16. Private Arrival Transfer from Chicago Airports (ORD) (MDW)
Finally, this versatile service covers both ORD and Midway, with up to six passengers in a luxury sedan or SUV. Starting at $89.60, reviews highlight timing, vehicle cleanliness, and professional drivers making the arrival process easy. It’s suitable for individuals, couples, or small groups arriving at any Chicago airport.
Bottom line: A flexible, reliable option for smooth arrivals at either of Chicago’s major airports.
How to Choose the Right Private Driver Service in Chicago
Picking the best private driver service depends on your specific needs. If you’re arriving late or have a lot of luggage, services with curbside pickup like O’Hare curbside transfer or Midway curbside offer quick, no-fuss options. For larger groups or families, Meet and Greet SUV provides spacious comfort.
Budget-conscious travelers may prefer lower-cost options with reliable service, while those wanting extra touches should consider premium sedans. Booking early, especially during peak travel seasons, ensures availability and the best rates.
Final Thoughts
Chicago’s private driver options make travel easier for all kinds of visitors, whether you’re arriving for a quick layover or planning a full day of sightseeing. Between luxury SUVs, sleek sedans, and professional chauffeurs, there’s a service for every preference and budget. For families or groups, a spacious SUV might be best, while solo travelers or couples can enjoy the comfort of a private sedan.
For peace of mind and a smooth start or finish to your trip, booking in advance is wise. With these trusted providers, you’ll find a reliable, comfortable way to navigate the Windy City — so all you need to do is enjoy the view.