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MDW Car ServiceChicago chauffeur service

Three airports, one standard

Chicago Airport Transfers

Reliable pickups and drop-offs at O'Hare, Midway, and Chicago Executive Airport.

Midway or O’Hare: choosing the airport

Chicago has two commercial airports, and the better one depends on where you are going. Midway, on the Southwest Side, is the closer airport to the Loop, the South Side and the I-55 and I-88 suburbs such as Oak Brook and Naperville. It has a single terminal, so the walk from gate to car is short. O’Hare, on the far Northwest Side, has far more flights and international service, and it is the natural airport for Rosemont, Schaumburg, the northwest suburbs and Evanston.

Chicago Executive Airport in Wheeling handles private and business aircraft only. For North Shore destinations it can save a great deal of time compared with either commercial airport.

How an airport pickup works

You book with your flight number. We track the flight, and when you land your chauffeur contacts you by phone or text while you walk to baggage claim. At Midway, baggage claim is on the lower level of the one terminal. At O’Hare, the meeting point depends on the terminal and the chauffeur confirms it before you head outside. Luggage help is standard. For departures, the car arrives at least 15 minutes before the agreed pickup time.

When to leave for your flight

Suggested arrival times at the airport when leaving from downtown:

  • Midway, domestic flight: about 90 minutes before departure
  • O’Hare, domestic flight: about two hours before departure
  • O’Hare, international flight: about three hours before departure
  • Chicago Executive: as agreed with your FBO and flight crew

Vehicle options and hourly rates

Mercedes-Benz E-Class, executive sedan for Chicago car service

Executive Sedan

Mercedes-Benz E-Class

Up to 3 passengers · 3 bags

$120 / hour

3-hour minimum

Solo travelers and pairs: Midway and O’Hare runs, Loop meetings, client pickups.

Cadillac Escalade, executive suv for Chicago car service

Executive SUV

Cadillac Escalade

Up to 6 passengers · 6 bags

$150 / hour

3-hour minimum

Families, small teams and heavy luggage; the winter default for suburban trips.

Mercedes-Benz S-Class, first-class sedan for Chicago car service

First-Class Sedan

Mercedes-Benz S-Class

Up to 3 passengers · 3 bags

$230 / hour

3-hour minimum

Board members, visiting principals and occasions where the car is part of the welcome.

Mercedes-Benz Sprinter, executive sprinter for Chicago car service

Executive Sprinter

Mercedes-Benz Sprinter

Up to 14 passengers · 14 bags

$240 / hour

3-hour minimum

Groups up to fourteen: roadshow teams, McCormick Place delegates, wedding parties.

Hourly rates apply to charters and as-directed service. One-way transfers are quoted per trip, with sedan trips from $130 and SUV trips from $160; your exact price is confirmed in the booking form before you commit. See rates and the full fleet.

Frequently Asked Questions

Which Chicago airport is closest to downtown?

Midway. It is about 11 miles southwest of the Loop, usually 25 to 40 minutes by car. O’Hare is about 17 miles northwest and typically 35 to 55 minutes.

Do you track my flight?

Yes. Every airport pickup is tracked from departure, so early arrivals and delays move your pickup time automatically.

Where do I meet my chauffeur?

At Midway and O’Hare the chauffeur contacts you as you reach baggage claim and confirms the meeting point for your terminal. At Chicago Executive Airport the pickup is arranged at your FBO.

Can I book a ride between Midway and O’Hare?

Yes. Airport-to-airport transfers are available. Allow 40 minutes to an hour for the drive depending on traffic.

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