Chicago · Airport Transfers

What Chicago airport transfers include

Name: mdwcarservice.com
Telephone: (773) 309-3277
Price range: $$$

We track every flight into O'Hare and Midway International Airports. Your chauffeur adjusts pickup time and meets you at the correct terminal curb.

Book Airport Transfers Call (773) 309-3277

Written flat rates24/7 dispatchCorporate billing availableSedan $120/hr · 3-hr minimum

What Chicago airport transfers include

Airport transfers provide scheduled point-to-point car service between O'Hare International Airport, Midway International Airport, and locations throughout the Chicago metro area. Our dispatch team coordinates each ride through our network of vetted local affiliate operators. Service includes curbside pickup, optional meet-and-greet inside the terminal, real-time flight tracking, and luggage assistance. Sedans, SUVs, and executive vans are available for solo travelers, colleagues, and small groups.

Who uses airport transfers in Chicago

Business travelers book this service most often for arrivals and departures in the Loop, River North, and West Loop. Consultants flying into O'Hare for client meetings in Schaumburg or Oak Brook choose sedan transfers instead of waiting in rental car lines. Attorneys and private equity teams traveling between Midway and the western suburbs prefer fixed pricing over unpredictable rideshare surge rates. Private aviation passengers using Signature Flight Support or Atlantic Aviation near O'Hare also arrange transfers to downtown hotels and offices. Families, wedding parties, and leisure groups book SUVs and vans during summer festival season and the winter holidays.

How airport transfer pricing works

Rates are fixed by route and vehicle type. A sedan from downtown Chicago to O'Hare starts at $130. A sedan from downtown to Midway starts at $130. O'Hare to Schaumburg starts at a written flat rate. O'Hare to Naperville starts at $135. Midway to Oak Brook starts at $120. O'Hare to Evanston starts at $125. O'Hare to Rosemont starts at a written flat rate. Longer regional trips such as Chicago to Milwaukee start at $320. Each quote includes base mileage, standard wait time, and tolls. Gratuity, parking, additional stops, and extended wait time are billed separately.

Chicago-specific route realities

Chicago airport transfers face two distinct airport locations with separate highway approaches. O'Hare sits on the far northwest side and connects to downtown via Interstate 90, the Kennedy Expressway. That corridor backs up without warning during morning and evening rush periods. Midway sits southwest of downtown and connects via Interstate 55, the Stevenson Expressway. Winter lake-effect snow can slow either route between December and March. Our local affiliates monitor both airports continuously and adjust pickup windows when conditions change. They also know the terminal layouts, including the international arrivals hall at O'Hare Terminal 5 and the central security checkpoint at Midway.

One honest limitation

We cannot guarantee exact arrival times during severe weather or major highway incidents. Chicago expressways can shut down quickly after multi-vehicle crashes or heavy snowfall. We build buffers into every airport run, but we still recommend scheduling departures earlier than feels necessary during winter months.

How a Midway or O’Hare transfer runs, step by step

You book online or by phone with your flight number, the number of passengers and a rough count of bags. Dispatch assigns a vehicle class that fits the luggage, not just the headcount, and sends a written confirmation. On the day, the flight is tracked from departure, so an early arrival into Midway or a two-hour delay into O’Hare Terminal 5 moves your pickup window with it.

When you land, turn your phone on. Your chauffeur contacts you as you head to baggage claim. At Midway everything funnels through one terminal and one baggage hall on the lower level, which makes the handoff quick. At O’Hare the meeting point depends on the terminal, so the chauffeur confirms it by text before you reach the doors. For departures, the car is at your door at the agreed time and the chauffeur arrives at least 15 minutes early.

Choosing the right vehicle for the bags you actually have

A sedan comfortably takes one to three passengers with standard luggage. Two travelers with golf bags or four people with large suitcases belong in an SUV. Teams arriving together for a McCormick Place show, or a family with ski gear coming through O’Hare in February, are usually better served by a Sprinter than by two separate cars. If you are unsure, list the bags when you book and dispatch will match the vehicle.

Vehicle options and hourly rates

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.

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.

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.

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

What happens if my flight into O'Hare is delayed?

We track your flight automatically and adjust the pickup time at no charge for routine delays.

Can I book a sedan from O'Hare to Naperville or Schaumburg?

Yes. Sedan service from O'Hare to Naperville starts at $135 and to Schaumburg starts at $130.

Is meet-and-greet service available inside the terminal?

Yes. An attendant can meet you inside baggage claim for an additional fee.

Is Midway or O’Hare faster for getting to the Loop?

Midway is closer: about 11 miles southwest of downtown, usually 25 to 40 minutes via the Stevenson Expressway. O’Hare is about 17 miles northwest and typically takes 35 to 55 minutes on the Kennedy, longer at rush hour.

How early should my car pick me up for a departing flight?

From downtown hotels we suggest reaching O’Hare two hours before a domestic flight and three hours before an international one, and reaching Midway about 90 minutes before a domestic flight. Tell us your flight time and we will suggest a pickup time that allows for traffic.

Related Chicago services and pages

Explore more: all Chicago services · rates · fleet.