Premium Chicago Airport Service

Chicago Airport Transfer | O'Hare & Midway Car Service

Seamless airport transfers to and from O'Hare, Midway, and private aviation airports. Real-time flight tracking, professional Meet & Greet, and reliable service in all Chicago weather conditions.

O'Hare & Midway Experts
Private Aviation Terminals
Meet & Greet Inside Terminal
All-Weather Service
(888) 420-0177
5/5 Verified Reviews

Airport Transfer Chicago

Professional airport transfer in Chicago for corporate travel, events, and special occasions. Book your airport transfer today.

Chicago Airport Transfer

Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.

Chicago O Hare Airport Transfer

Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.

Transfer From Chicago Airport to City

Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.

Chicago Airport Transfer to City

Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.

Private Transfer Chicago Airport

Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.

Chicago Airport Terminal Transfer

Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.

Your Trusted Chicago Airport Transfer Partner

Chicago is a city that moves fast, and its airports are no exception. O'Hare International is consistently ranked among the busiest airports in the world, while Midway serves as a major Southwest Airlines hub with millions of annual passengers. Getting to and from these airports efficiently requires more than just a car - it requires expertise.

Our Chicago airport transfer service is built on years of experience navigating the complexities of the city's transportation landscape. We understand that O'Hare's Terminal 5 handles international arrivals differently than the domestic terminals, that Midway's single-terminal design requires specific pickup coordination, and that the Kennedy Expressway can turn a 30-minute drive into an hour-long journey without warning.

What distinguishes Detailed Drivers in Chicago is our all-weather reliability. Chicago winters are legendary, but our service doesn't slow down when the snow falls. Our chauffeurs are experienced in winter driving conditions, our vehicles are equipped for inclement weather, and we monitor forecasts to proactively adjust schedules when necessary. When flights are delayed due to weather, we're already adjusting your pickup time.

For business travelers, we offer the reliability that Chicago's corporate community demands. Whether you're an executive flying in for meetings in the Loop, a consultant heading to Oak Brook, or an attorney with depositions downtown, our service gets you where you need to be on time. Our corporate accounts provide streamlined booking and billing for companies of all sizes.

Convention and meeting planners trust us for their most important events. Chicago hosts major conferences at McCormick Place throughout the year, and we specialize in coordinating group transportation from O'Hare and Midway. Our Mercedes Sprinter vans and coordinated vehicle fleets ensure your attendees arrive on schedule and in style.

Chicago Airports We Serve

Complete coverage of commercial and private aviation airports in the Chicago area

ORD

O'Hare International Airport

One of the world's busiest airports and a major United and American Airlines hub. O'Hare features 4 terminals with 9 concourses, serving over 80 million passengers annually. Our chauffeurs expertly navigate the complex terminal system.

Terminal 1 (United), 2 (Delta, etc.), 3 (American), 5 (International)
35-60 min to Downtown
17 miles from Downtown Chicago
Lower level arrivals curbside or Meet & Greet at baggage claim
MDW

Chicago Midway International Airport

Chicago's original airport, now a Southwest Airlines hub. Located on the South Side, Midway offers convenient access to downtown and the South suburbs. Smaller and easier to navigate than O'Hare.

Single Terminal with Concourses A, B, C
20-40 min to Downtown
10 miles from Downtown Chicago
Door 3 or 4 arrivals level, or Meet & Greet inside
PWK

Chicago Executive Airport (Palwaukee)

The premier private aviation airport for Chicago's North Shore. Located in Wheeling, PWK serves corporate jets and private aircraft with multiple FBOs offering premium services.

Multiple FBOs including Signature, Atlantic
30-50 min to Downtown
22 miles from Downtown Chicago
FBO direct pickup, tarmac access available
DPA

DuPage Airport

Serving Chicago's western suburbs, DuPage is a popular choice for private aviation accessing Naperville, Oak Brook, and the western business corridor.

FBO facilities
35-55 min to Downtown
28 miles from Downtown Chicago
FBO direct pickup
GYY

Gary/Chicago International Airport

Located in Gary, Indiana, this airport serves as an alternative for private aviation and some commercial flights, with easy access to Chicago's South Side.

Main Terminal + FBOs
40-60 min to Downtown
30 miles from Downtown Chicago
Terminal pickup or FBO

Premium Meet & Greet Service

Navigate O'Hare's complex terminals with ease. Our Meet & Greet service means a professionally dressed chauffeur waits inside the terminal, helps with your luggage, and escorts you directly to your vehicle.

1

We Track Your Flight

Real-time monitoring through any weather delays

2

Chauffeur Meets You Inside

Waiting at baggage claim with name sign

3

Luggage Assistance

Help with bags from carousel to vehicle

4

Efficient Route Selection

Real-time traffic monitoring for optimal routing

Flight Tracking Technology

Chicago weather means flight delays are common. Our sophisticated tracking ensures your chauffeur knows exactly when you'll arrive.

  • Live departure and arrival updates
  • Weather delay adjustments
  • Terminal and gate change notifications
  • No extra charges for delays up to 60 minutes
  • SMS updates to both driver and passenger

Estimated Drive Times from Chicago Airports

Drive times vary based on traffic and weather conditions

DestinationFrom ORDFrom MDWFrom PWK
Downtown / The Loop35-60 min20-40 min35-55 min
McCormick Place40-65 min15-30 min40-60 min
Magnificent Mile35-55 min25-45 min30-50 min
Oak Brook25-45 min30-50 min40-60 min
Evanston / Northwestern35-55 min35-55 min20-35 min

* Times reflect typical conditions. Rush hour (6-9 AM, 4-7 PM weekdays) can add 20-40 minutes. Winter weather may increase times.

What Our Chicago Airport Clients Say

Trusted by Chicago business leaders, event planners, and frequent travelers

Flying into O'Hare multiple times per week, I need reliability above all else. Detailed Drivers has never let me down - even when the Kennedy is a parking lot, they find alternate routes and keep me informed throughout.

Thomas R.

Managing Partner, Law Firm

We coordinate executive transportation for our annual Chicago conference with 200+ attendees. Detailed Drivers handles everything from individual O'Hare pickups to group shuttles to McCormick Place. Their attention to detail matches their name.

Sandra M.

VP Global Events, Fortune 500

I use the private aviation terminal at PWK regularly. Detailed Drivers understands the FBO process and always has a car ready when I land. The drivers are professional, discreet, and know the western suburbs perfectly.

Kevin L.

Business Owner, Oak Brook

Why Chicago Travelers Choose Us

The preferred airport transfer provider for discerning travelers throughout the Chicago metropolitan area.

Licensed & Insured

All vehicles are fully licensed and insured per Illinois regulations. Our chauffeurs undergo thorough background checks and professional training.

Chicago Airport Experts

Our drivers know every terminal at O'Hare and Midway, every FBO at the executive airports, and every traffic pattern in between.

Real-Time Flight Tracking

We monitor every flight from departure to touchdown. Your driver is positioned when you land, adjusting for delays automatically.

All-Weather Reliability

Chicago weather doesn't stop us. Our experienced drivers operate safely in all conditions, from summer heat to winter snowstorms.

Global Network

One account for travel worldwide. We book ground transportation in over 500 cities so your standards follow you everywhere.

Transparent Pricing

All-inclusive rates with no surge pricing during conventions or holidays. What you're quoted is what you pay.