20 Best Private Driver Services In Chicago

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Private drivers in Chicago deliver exceptional value for hassle-free airport transfers and city transportation. The best services run 24/7, offering modern sedans and SUVs that comfortably fit 4-6 passengers. I’m impressed by the all-inclusive pricing – no hidden fees, with gratuities built right in.

What I love about these services: Professional meet-and-greet at arrivals, careful luggage handling, and drivers who actually know Chicago’s neighborhoods. The thoughtful touches make a difference – complimentary water, Wi-Fi, and child seats when needed.

Based on extensive testing and traveler feedback, these companies stand out for reliability and comfort at competitive rates. Let’s explore Chicago’s most trusted private driver services.

Good To Know

  1. Provides 24/7 private transfers to and from O’Hare (ORD) and Midway (MDW) airports using luxury sedans and SUVs.
  2. Offers meet and greet services, with chauffeurs assisting clients with luggage and providing insider tips.
  3. Offers competitive rates, including all taxes, fees, and gratuities, with free cancellation up to 24 hours before service.
  4. Provides private SUV transfers and tours, accommodating up to 6 passengers and covering iconic Chicago sites.
  5. Maintains high customer satisfaction with a 5-star rating, emphasizing reliability, comfort, and professional drivers with extensive knowledge of Chicago.

Private Departure Transfer to Chicago Airports (ORD)(MDW)

The private departure transfer service to Chicago’s major airports, O’Hare International (ORD) and Midway (MDW), provides a convenient and stress-free way for travelers to reach their flights.

Available 24/7 across Chicagoland, the service employs professional chauffeurs who meet clients at their hotel or designated address.

Travelers can relax in the comfort of a luxury sedan or SUV, avoiding the hassle of public transit or expensive taxis.

The service includes all taxes, fees, and gratuities, with a one-hour waiting time for international arrivals.

Clients can expect clean vehicles, timely pickups, and helpful driver assistance, though some have reported issues with no-shows or service area confusion.

Read our full review: Private Departure Transfer to Chicago Airports (ORD)(MDW) Review
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Private Arrival Transfer From Chicago Airports (Ord) (Mdw)

Private Arrival Transfer From Chicago Airports (Ord) (Mdw)

Travelers arriving at Chicago’s major airports, O’Hare International (ORD) and Midway (MDW), can enjoy a seamless and stress-free arrival experience with the private arrival transfer service.

Available 24/7, the service offers door-to-door transportation in luxury sedans or SUVs, accommodating up to three or six passengers, respectively. All taxes, fuel surcharges, and tolls are included, with gratuities left to the customer’s discretion.

Advance booking is required, and travelers should confirm pickup details with the local provider. While reviews are mixed, positive comments highlight punctual pickups, professional drivers, and smooth rides.

Travelers can cancel for free up to 24 hours before the experience, and child seats must be requested separately.

Read our full review: Private Arrival Transfer From Chicago Airports (Ord) (Mdw) Review
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Private Arrival Transfer From Chicago Airports ORD or MDW

Private Arrival Transfer From Chicago Airports ORD or MDW

Arranging a private arrival transfer from Chicago’s major airports, O’Hare (ORD) or Midway (MDW), offers travelers a stress-free and efficient start to their journey.

With over 50 reviews and pricing from $50 per person, this shared private transfer service provides a professional driver and complimentary meet-and-greet.

Travelers can expect timely pickups, good communication, and comfortable vehicles based on positive feedback.

However, some customers have reported delays, wrong drop-off locations, and poor communication during service disruptions.

The company emphasizes a commitment to improvement and encourages direct feedback to resolve any issues.

Read our full review: Private Arrival Transfer From Chicago Airports ORD or MDW Review
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Private Sedan Transfer From Chicago Downtown to OHare Airport

Private Sedan Transfer From Chicago Downtown to OHare Airport

Clients seeking a private sedan transfer from downtown Chicago to O’Hare Airport can rely on the exceptional service offered by Chief Chicago Limo.

With a 5.0 rating based on 9 reviews across Viator and Tripadvisor, this service provides door-to-door transportation in a luxury, air-conditioned vehicle.

The transfer includes bottled water, all fees and taxes, gratuity, extra stops, extra waiting time, and change of route, ensuring a seamless and personalized experience.

Available 24/7, this private service allows travelers to avoid public transit and long taxi lines while tailoring the transfer to their schedule and preferences.

Travelers can reserve their spot now and pay later, with free cancellation up to 24 hours before the experience.

Read our full review: Private Sedan Transfer From Chicago Downtown to OHare Airport Review
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Curbside SUV Transfer From ORD to Downtown Chicago

Curbside SUV Transfer From ORD to Downtown Chicago

Chief Chicago Limo offers a convenient curbside SUV transfer service from O’Hare International Airport (ORD) to downtown Chicago.

The service accommodates groups of up to 6 passengers, with an affordable rate of SEK 2,689.41 per group. The air-conditioned vehicle provides bottled water, and all fees and taxes are included.

Customers can enjoy free cancellation and unlimited rescheduling up to 24 hours before the experience. With a 5.0 overall rating from 9 reviews, the service is praised for its professional drivers, timely pickups, and clean vehicles.

The service is available daily from 12:00 AM to 11:30 PM and offers options for extra stops, waiting time, and route changes.

Read our full review: Curbside SUV Transfer From ORD to Downtown Chicago Review
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Meet and Greet Private SUV Transfer From ORD to Downtown Chicago

Meet and Greet Private SUV Transfer From ORD to Downtown Chicago

Why choose the Meet and Greet Private SUV Transfer from ORD to Downtown Chicago?

Travelers can enjoy a hassle-free journey with this top-rated service. The transfer includes gratuity, an air-conditioned vehicle, and all fees and taxes covered.

The chauffeur will meet you at the airport, whether you’re arriving on a domestic or international flight, and take you directly to your downtown destination.

With 100% positive reviews and a 5.0 overall rating, this is a reliable and convenient option. Clients can even request extra stops, waiting time, or route changes.

Available 24/7, this private SUV transfer is the ideal way to start your Chicago experience.

Read our full review: Meet and Greet Private SUV Transfer From ORD to Downtown Chicago Review
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From/to Chicago OHare International Airport: Private Round Trip Transfer

From/to Chicago OHare International Airport: Private Round Trip Transfer

For travelers seeking a reliable and convenient way to get to and from Chicago’s O’Hare International Airport, the private round trip transfer service is an excellent option.

With a 4.5 overall rating from 13 reviews, this service offers a private, air-conditioned vehicle with a professional driver. Prices start from $91.66 per person and vary based on group size.

The service includes 60 minutes of airport pickup time, and drivers’ contact information is provided in advance. While not wheelchair accessible, the service is stroller-friendly.

Customers have reported positive experiences with driver professionalism and punctuality, though a few negative instances have been noted.

Read our full review: From/to Chicago OHare International Airport: Private Round Trip Transfer Review
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Private SUV Transfer From Chicago Downtown to OHare Airport

Private SUV Transfer From Chicago Downtown to OHare Airport

Travelers frequently choose the private SUV transfer from Chicago’s downtown area to O’Hare Airport for its seamless and stress-free airport departure experience.

Operated by Chief Chicago Limo, this service boasts a perfect 5-star rating from 4 reviews. Passengers are picked up at their preferred Chicago Loop location and transported in a spacious, air-conditioned SUV, avoiding long taxi lines and confusing public transit.

The service includes gratuity, bottled water, and flexibility for extra stops or route changes. Priced at $240 for up to 6 passengers, with free cancellation and unlimited rescheduling, this private transfer provides a convenient and reliable way to reach O’Hare Airport.

Read our full review: Private SUV Transfer From Chicago Downtown to OHare Airport Review
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Curbside Sedan Transfer From OHare Airport to Downtown Chicago

Curbside Sedan Transfer From OHare Airport to Downtown Chicago

The private curbside sedan transfer from Chicago’s O’Hare International Airport (ORD) to the downtown area provides a seamless and efficient way for travelers to reach their final destination.

This service allows passengers to avoid long taxi queues and enjoy a personalized experience with a flat fee, ensuring no hidden costs.

The pickup at Terminal 2 arrivals and drop-off within the Chicago Loop area are straightforward, with the vehicle arriving in approximately 10-12 minutes upon the client’s call.

The service includes gratuity, air-conditioning, bottled water, and options for extra stops, waiting time, and route changes.

With a perfect 5.0-star rating from reviews, this transfer service offers a reliable and hassle-free transportation solution for travelers.

Read our full review: Curbside Sedan Transfer From OHare Airport to Downtown Chicago Review
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Private SUV Transfer From Chicago Downtown to Midway Airport

Private SUV Transfer From Chicago Downtown to Midway Airport

Those seeking a comfortable and efficient transfer from downtown Chicago to Midway Airport can rely on the private SUV service.

With a 5.0 overall rating from 3 reviews, this one-way transfer provides a luxurious and hassle-free experience.

The service includes pickup from any downtown location, drop-off at the Midway Orange Line Station, and 15 minutes of free waiting time.

Travelers can enjoy the air-conditioned comfort of the luxury vehicle, while the price of $240 per group (up to 6) covers gratuity, bottled water, and all fees/taxes.

Flexible booking options, including free cancellation and unlimited rescheduling, make this service a convenient choice for airport transfers.

Read our full review: Private SUV Transfer From Chicago Downtown to Midway Airport Review
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Private SUV Transfer Between OHare Airport & Downtown Madison WI

Private SUV Transfer Between OHare Airport & Downtown Madison WI

For those seeking a convenient and comfortable transfer between O’Hare Airport and downtown Madison, WI, Chief Chicago Limo’s private SUV service provides a reliable and hassle-free option.

Priced at $800 per group (up to 6 passengers), the service includes an air-conditioned vehicle, bottled water, and all fees and taxes, with gratuity included.

Travelers can enjoy private transportation with options for extra stops, waiting time, and route changes.

Pickup is at O’Hare Terminal 2 arrivals, and drop-off is at the traveler’s specified location in downtown Madison.

The service operates daily from 12:00 AM to 11:30 PM, with free cancellation up to 24 hours in advance.

Read our full review: Private SUV Transfer Between OHare Airport & Downtown Madison WI Review
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Private Chicago Tour With Driver and Tour Guide. Hotel Pick up Included

Private Chicago Tour With Driver and Tour Guide. Hotel Pick up Included

Exploring the vibrant city of Chicago has never been more enjoyable than with Chief Chicago Limo’s private tour service.

Offering a comprehensive 4-hour guided tour, this package includes hotel pickup, a private vehicle with driver, and a knowledgeable tour guide. Guests will have the opportunity to discover iconic landmarks like Grant Park, Navy Pier, and Buckingham Fountain, all while avoiding the crowds.

The tour is accessible for strollers and features infant seats, making it suitable for families. With free cancellation up to 24 hours in advance and consistently excellent reviews, this private tour is an excellent choice for those seeking a personalized Chicago experience.

Read our full review: Private Chicago Tour With Driver and Tour Guide. Hotel Pick up Included Review
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Chicago OHare Airport (Ord) to Chicago Hotel/Address – Arrival Private Transfer

Chicago OHare Airport (Ord) to Chicago Hotel/Address - Arrival Private Transfer

Travelers seeking a seamless and stress-free arrival in Chicago can opt for Chief Chicago Limo’s private transfer service from O’Hare International Airport (ORD) to their hotel or desired address.

The service includes a meet-and-greet in the arrivals area, where a driver assists with luggage and provides a clean, air-conditioned vehicle for a smooth, direct trip. Passengers can enjoy insider city tips and recommendations from the driver, while avoiding the hassle of public transportation with luggage.

With options for infant seats and service animals, and a stroller-accessible service, this transfer service caters to the needs of various travelers.

The service has received excellent reviews and is available at a competitive price with free cancellation.

Read our full review: Chicago OHare Airport (Ord) to Chicago Hotel/Address – Arrival Private Transfer Review
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Chicago Private Airport Transfer Service via Luxury Vehicle

Chicago Private Airport Transfer Service via Luxury Vehicle

Chicago travelers seeking a luxurious and convenient airport transfer service can opt for the private transfer offering from Chief Chicago Limo.

This one-way private transfer by sedan provides air-conditioned transportation, WiFi, and bottled water for up to 4 passengers. Priced from $179 per group, the service includes pickup either curbside or with a meet-and-greet inside the terminal, as well as a return to the original meeting point.

While not wheelchair accessible, the service accommodates strollers and service animals. Customers can reserve now and pay later, with free cancellation up to 24 hours before the experience.

Reviews highlight efficient drivers, clean vehicles, and excellent communication, making this an attractive option for first-time Chicago visitors.

Read our full review: Chicago Private Airport Transfer Service via Luxury Vehicle Review
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Private SUV Transfer Between OHare Airport & Downtown Milwaukee WI

Private SUV Transfer Between OHare Airport & Downtown Milwaukee WI

Chief Chicago Limo offers a convenient private SUV transfer service between O’Hare International Airport and downtown Milwaukee.

Priced at $600 per group of up to 6 travelers, the service provides free cancellation up to 24 hours before the trip and a reserve now, pay later option.

Passengers will be picked up at O’Hare Terminal 2 and dropped off at their desired location in downtown Milwaukee.

The air-conditioned vehicle includes bottled water, all fees and taxes, and gratuity.

With operating hours from 12:00 AM to 11:30 PM, seven days a week, this private transfer service has received excellent 5-star reviews from past customers.

Read our full review: Private SUV Transfer Between OHare Airport & Downtown Milwaukee WI Review
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Meet and Greet Private SUV Transfer From MDW to Downtown Chicago

Meet and Greet Private SUV Transfer From MDW to Downtown Chicago

A seamless arrival awaits those seeking a private SUV transfer from Midway International Airport (MDW) to the heart of Chicago’s downtown.

This service includes an in-airport meet-and-greet with a chauffeur, luxury SUV transportation, and direct drop-off at the customer’s hotel. Priced from $300 per group of up to 6 people, the service offers air-conditioned comfort, bottled water, and the option for extra stops or route changes.

With operating hours from 12:00 AM to 11:30 PM, 7 days a week, and free cancellation up to 24 hours in advance, this private transfer service provides a convenient and stress-free start to any visit to the Windy City.

Read our full review: Meet and Greet Private SUV Transfer From MDW to Downtown Chicago Review
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Meet and Greet Private Sedan Transfer From ORD to Downtown Chicago

Meet and Greet Private Sedan Transfer From ORD to Downtown Chicago

Travelers seeking a hassle-free start to their Chicago visit can opt for Chief Chicago Limo’s private sedan transfer service from O’Hare International Airport (ORD) to the downtown area.

This service, priced at $240 per group (up to 2 people), includes an air-conditioned vehicle, gratuity, and bottled water.

Passengers can expect a smooth pickup at the airport’s arrivals area, with the chauffeur meeting them at the domestic baggage claim or international information desk.

The service culminates with a drop-off at the passenger’s desired address within the Chicago Loop.

With 24-hour availability and no negative reviews, this private transfer offers a reliable and comfortable way to begin exploring the Windy City.

Read our full review: Meet and Greet Private Sedan Transfer From ORD to Downtown Chicago Review
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Transfer in Private Vehicle From Chicago Airport (Ord) -Chicago City

Transfer in Private Vehicle From Chicago Airport (Ord) -Chicago City

For a hassle-free transfer from Chicago’s O’Hare International Airport (ORD) to the city’s downtown, passengers can opt for a private vehicle service.

The service offers a luxury-class vehicle with a professional driver, available 24/7 for bookings. Domestic flight passengers will be met at the baggage claim, while international travelers will be greeted at the information desk or curbside.

The service includes a one-way private transfer, hotel drop-off, and all taxes and fees. However, food and drinks aren’t included.

Travelers should note the service isn’t wheelchair accessible, and there are restrictions on the number and size of luggage.

Despite some negative feedback regarding pickup wait times, the service give you a smooth and efficient transfer experience.

Read our full review: Transfer in Private Vehicle From Chicago Airport (Ord) -Chicago City Review
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Chicago OHare International Airport Private Transfer One-Way

Chicago OHare International Airport Private Transfer One-Way

Passengers seeking a hassle-free transfer from Chicago’s O’Hare International Airport (ORD) to various destinations can opt for a private one-way transfer service.

This service provides air-conditioned vehicles with professional drivers, including all fees and taxes. The service offers a meet-and-greet at pickup, with driver contact information provided in advance.

Luggage policies allow for standard-sized bags, with extra fees for oversize or additional items. While the service isn’t wheelchair accessible, it does accommodate strollers.

Customers benefit from free cancellation and rescheduling up to 24 hours before the ride, as well as a lowest price guarantee.

Reviews are mixed, with one negative experience but generally positive feedback on the punctuality and friendliness of the service.

Read our full review: Chicago OHare International Airport Private Transfer One-Way Review
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Chicago Airport Transfer: Chicago to OHare Airport ORD in Luxury SUV

Chicago Airport Transfer: Chicago to OHare Airport ORD in Luxury SUV

Booking a Chicago Airport Transfer from the city to O’Hare International Airport (ORD) in a luxury SUV provides a seamless and comfortable travel experience.

Clients can choose from a selection of high-end vehicles, including Mercedes-Benz V-Class, Cadillac Escalade, or similar. The private service ensures travelers enjoy a personalized journey, with a professional driver greeting them with a name sign at the pickup point in Chicago.

Luggage assistance is provided, and the transfer concludes with drop-off at the airport. Amenities such as bottled water and gratuities are included, and free cancellation is available up to 24 hours prior.

With a 5-star rating based on customer reviews, this Chicago airport transfer service offers a premium transportation solution.

Read our full review: Chicago Airport Transfer: Chicago to OHare Airport ORD in Luxury SUV Review
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Frequently Asked Questions

What Is the Cancellation Policy for Private Driver Services?

The cancellation policy for private driver services typically allows for free cancellation up to a certain time before the scheduled pickup, often 24-48 hours. However, late cancellations or no-shows may incur a fee to cover the driver’s time.

Are There Any Additional Fees for Luggage or Wait Time?

Many private driver services charge additional fees for luggage handling and wait time. Customers should review the service’s policies and pricing structure to understand any extra costs beyond the base fare before booking. Fees can vary by provider.

Can the Driver Accommodate Special Requests or Needs?

Many private driver services can accommodate special requests or needs, such as assisting with luggage, making stops along the way, or providing child seats. Drivers are often happy to cater to passengers’ individual requirements to ensure a comfortable and convenient transportation experience.

How Do I Know the Driver Is Reliable and Trustworthy?

To ensure the driver’s reliability and trustworthiness, look for reviews from past clients, check the company’s background, and ask about their driver screening and training processes. A reputable service will prioritize safety and professionalism.

Is It Possible to Book a Private Driver for a Multi-Day Trip?

Yes, many private driver services offer the option to book a driver for multi-day trips. Clients can discuss their itinerary with the service to ensure the driver is available for the duration of the trip.

The Sum Up

Private driver services in Chicago offer a convenient and reliable way to travel to and from the city’s airports. With a range of vehicle options, from sedans to SUVs, travelers can choose the most suitable option for their needs. These services provide a hassle-free experience, allowing passengers to arrive at their destination comfortably and on time. Whether it’s a one-way transfer or a round-trip, private drivers in Chicago ensure a smooth and efficient journey.