Chicago may be known for its soaring skyline, deep-dish pizza, and jazz-infused neighborhoods, but when it comes to getting around smoothly and stress-free, private driver services truly shine. Whether arriving at O’Hare or Midway, or heading back home, the right transportation can make your trip more comfortable and efficient. We’ve tested and compared the best options, from VIP curbside pickups to luxurious SUVs, to help you find the perfect fit. For instance, if you want a VIP arrival experience, the O’Hare Airport Transfer to Chicago, Sedan, Curbside scores a perfect 5-star rating for its ease and comfort. Or, if you prefer a luxurious SUV ride with a quick curbside pickup from Midway, the One-Way Private Curbside Midway Airport Transfer offers a seamless start to your Chicago adventure.
Chicago’s unique airport traffic congestion and sprawling layout make these private transfer services especially valuable. No more waiting in long taxi lines or navigating public transit with luggage—these services deliver directly to your hotel or departure point, often with flight tracking and professional drivers. Whether you’re after a cost-effective shuttle or a luxury experience, there’s a service here for every traveler.
Quick Overview
This list features a variety of private driver options, including airport transfers, luxury SUVs, and round-trip packages. Some services focus on speed and convenience with curbside pickups at the airport, while others offer full meet-and-greet luxury experiences. Prices range from around $72 up to $240 per group or per person, depending on vehicle size and service specifics. Whether you’re traveling solo, as a couple, or with a group, these options are designed to fit your schedule and comfort level. Now, let’s explore each in detail.
1. O’Hare Airport Transfer to Chicago, Sedan, Curbside – Top Rated
At number 1, this top-rated private transfer is perfect for a stress-free, VIP-style arrival. Your climate-controlled, newer model sedan will be waiting curbside outside the arrivals hall, ready to whisk you into downtown Chicago. The service includes one hour of free wait time, which is comforting if your flight is delayed, and the reviews consistently highlight its ease and professionalism. Ali, the driver, gets special mention for punctuality and friendliness. For around $133, this one-way transfer offers a luxurious but affordable start to your trip. The top reviews emphasize smooth communication and courteous service, making it ideal for travelers who value comfort and reliability.
Bottom line: If a VIP arrival is your priority, this service is hard to beat, especially with its excellent reviews and included wait time.
2. One-Way Private Curbside Midway Airport Transfer
Number 2 on the list is a Midway Airport transfer that matches its O’Hare counterpart in quality. For $133, you’ll travel in a private vehicle directly from Midway to your hotel, with timings tailored to your flight. The process is straightforward—text your driver upon landing, then meet outside at the pickup area. Reviewers praise the driver’s friendliness and the luxury feel of the car, making it a great choice for those who want a ** hassle-free start** without the crowds or public transit hassle.
What makes this service stand out is its seamless process and personal touch, plus reliable timings. It’s especially suited for travelers arriving at Midway who want to start their Chicago adventure with comfort and ease.
Bottom line: Perfect for Midway arrivals, this service offers luxury, reliability, and personalized service at a competitive rate.
3. One-Way Private SUV Transfer from Downtown Chicago to O’Hare
Number 3 is ideal for groups needing more space—up to 6 people—traveling comfortably in a luxury SUV or limousine. The transfer from downtown Chicago to O’Hare generally takes about 30 minutes to an hour, depending on traffic. It’s perfect if you’d prefer to skip public transportation or taxis, especially with luggage. The 24/7 availability ensures flexibility, whether you’re catching an early flight or arriving late. Reviewers note the professional punctuality and luxury feel of the ride, making it a smart choice for those who prioritize reliability and comfort.
This service is a great value compared to taxis, offering a flat rate for your entire group. It’s well-suited for families or small groups who want to start or end their trip in style.
Bottom line: Reliable, spacious, and available around the clock, this is a top choice for groups seeking a luxury ride to or from O’Hare.
4. One-Way Private O’Hare Airport Curbside Transfer by SUV
Number 4 combines convenience and comfort with curbside pickup at O’Hare in a private SUV for up to 6 passengers, costing $160. It’s especially handy if you want to avoid long taxi lines and get straight to your downtown hotel. The curbside pickup keeps logistics simple, and the professional driver ensures a smooth ride. Reviewers highlight the excellent service, punctuality, and cleanliness of the vehicle. This is a solid choice for travelers who appreciate a private, no-hassle experience upon arrival.
Bottom line: For a stress-free, private arrival service with a spacious vehicle, this is one of the best options.
5. One-Way Private Transfer from Downtown Chicago to ORD by Sedan
Number 5 is the highest-rated car service in Chicago, boasting over 400 reviews. For about $133, you’ll be transported in a luxury, newer vehicle with a professional, uniformed chauffeur. This service is ideal for those who want a comfortable, reliable ride with door-to-door service. It’s praised for its professionalism and punctuality—a top pick for business travelers or those who simply prefer a high-quality experience. The reviews specifically mention the driver’s courteousness and vehicle condition, making it a trustworthy option.
Bottom line: If you want the best-rated service with a focus on professionalism and comfort, this transfer offers excellent value.
6. Private Sedan Transfer from Chicago Downtown to O’Hare airport
Number 6 offers door-to-door luxury sedan service for up to 2 passengers at $220. It’s tailored to your schedule and preferences and is perfect if you value privacy and style. The seamless service makes it ideal for those with tight schedules or who want to avoid public transit stress. Reviewers note the professional drivers and well-maintained vehicles, emphasizing the relaxing experience.
This option is best suited for small groups or couples who need a reliable, private transfer and are willing to pay a bit more for extra comfort.
Bottom line: A premium choice for private, stylish transfers — great for those who prioritize comfort and exclusivity.
7. One-Way Private ORD Airport Meet and Greet Transfer by Sedan
Number 7 highlights Chicago’s highest-rated limousine and car service with over 6 reviews. For $154, a professional, fully uniformed chauffeur will meet you inside the arrivals area, offering luggage assistance. Known for exceptional customer service, this service includes features like FBI background checks and GPS tracking, ensuring safety and reliability. Ideal for business travelers or those seeking a luxury, hassle-free arrival.
Bottom line: This service provides ultimate peace of mind with professional meet-and-greet service and a luxury vehicle.
8. Private SUV Transfer from Chicago Downtown to O’Hare
Number 8 is a spacious SUV transfer costing $240 for up to 6 passengers. It’s especially good if you want to relax in a roomy vehicle after sightseeing or shopping in downtown Chicago. The door-to-door service is flexible, with 24/7 availability to fit any schedule. Reviewers appreciate the comfortable ride and professional service.
Ideal for families or groups carrying lots of luggage, this service ensures a stress-free trip to the airport.
Bottom line: For larger groups needing space and comfort, this spacious SUV service is a smart choice.
9. One-Way Private Curbside Midway Airport Transfer by SUV
Number 9 offers luxury, comfort, and convenience in a private SUV for up to 6, costing $155. It emphasizes professional, safe drivers and timely pickups. Guests highlight the friendly service and clean vehicles. It’s an excellent option for those arriving or departing from Midway who want a luxury experience without the hassle.
Bottom line: A luxury, reliable transfer for Midway travelers who value professional service.
10. Round Trip Private Transfer ORD Airport to Chicago City Oak Brook
Number 10 offers an almost all-in-one solution for those who want round-trip convenience. Starting at $91.66 per person, it includes flight tracking and up to 60 minutes of free wait time at the airport. The direct, nonstop ride makes this perfect for travelers who dislike logistical surprises. Reviewers mention timely service and friendly drivers.
This is ideal if you want to pre-arrange both arrival and departure, saving time and reducing stress.
Bottom line: Excellent value for round-trip transfers, especially for those who prefer organized, seamless logistics.
11. Private Arrival Transfer from Chicago Airports (ORD) (MDW)
Number 11 features an affordable, flexible transfer service for up to 6 people, priced at about $89.60. It’s perfect for early or late arrivals, with favorable reviews on reliability and comfort. The service includes luggage assistance and exactly what you need for a smooth start.
Bottom line: Great for budget-conscious travelers who want reliable, private arrival service without sacrificing comfort.
$89.60 per group (up to 3)
12. One-Way Private O’Hare Airport Meet and Greet Transfer by SUV
Number 12 is similar to #7 but in a spacious SUV. The professional driver waited patiently during a delay, earning praise for courtesy and reliability. Costing $200, it’s ideal for late arrivals or those needing extra luggage space.
Bottom line: Dependable, with personalized meet-and-greet, perfect for fussy travelers.
13. Chicago O`Hare Airport (ORD) to Chicago hotel/address – Arrival Private Transfer
Number 13 offers a simple, straightforward service at $72.22 per person. It includes flight tracking and luggage help. It suits solo travelers or couples who want a reliable ride with personal assistance.
Bottom line: Budget-friendly and dependable, ideal for individual travelers.
14. Chicago Airport Transfer: Chicago to O’Hare Airport ORD in Luxury SUV
Number 14 emphasizes disinfection and safety, with deep cleaning and hand sanitizer provided. It costs $213.94 per person and is suited for luxury travelers who prioritize cleanliness and safety. The professional driver helps with luggage, making it a perfect premium experience.
Bottom line: For safety-conscious travelers, this luxury SUV transfer is an excellent choice.
$213.94 per person
15. Arrival Private Transfer: O’Hare Airport ORD to Chicago in Business Car
Number 15 caters to those seeking business-class comfort. For about $160.75 per person, you’ll enjoy luxury vehicles with a driver who helps with luggage and ensures a smooth ride. It’s especially suited for business travelers needing timely, comfortable transfers.
Bottom line: A luxury, hassle-free option for those needing professional, private transport.
$160.75 per person
16. One-Way Private MDW Meet and Greet Luxury Airport Transfer
Finally, number 16 offers luxury meet-and-greet service at Midway for up to 6 people, costing $185. It features inside pickup with luggage assistance and professional drivers. The reviews highlight friendly, helpful service and safe, clean vehicles.
Bottom line: Perfect for travelers who want premium service with inside airport assistance.
$185.00 per group (up to 6)
How to Choose Your Perfect Chicago Private Driver
Picking the right private driver service depends on your budget, group size, and travel style. For a luxurious, hassle-free arrival, the top-rated O’Hare Sedan Transfer might be your best bet. If you’re traveling with a group of 6 or fewer and want space and comfort, services like the SUV transfers are excellent. Budget-conscious travelers should consider the more affordable private transfers that still promise reliability.
For those arriving at Midway or needing a round-trip arrangement, the specialized services provide added convenience. Remember to book early, especially during peak seasons, to ensure availability and smooth travel.
Final Thoughts
In Chicago, whether you’re arriving late at night or heading out early morning, these private driver services offer the convenience, comfort, and reliability that make traveling easier. From luxury sedans and SUVs to professional meet-and-greet options, there’s a service tailored to every need. For first-timers or business travelers, the high-rated options ensure a seamless experience. For families or groups, spacious vehicles keep everyone comfortable.
Booking ahead guarantees peace of mind—so pick your preferred service, and enjoy a smooth start or finish to your Chicago trip.