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.
Professional airport transfer in Chicago for corporate travel, events, and special occasions. Book your airport transfer today.
Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.
Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.
Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.
Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.
Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.
Professional airport transfer in Chicago for corporate travel, events, and special occasions. Premium vehicles and professional chauffeurs available. Book today.
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.
Complete coverage of commercial and private aviation airports in the Chicago area
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.
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.
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.
Serving Chicago's western suburbs, DuPage is a popular choice for private aviation accessing Naperville, Oak Brook, and the western business corridor.
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.
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.
Real-time monitoring through any weather delays
Waiting at baggage claim with name sign
Help with bags from carousel to vehicle
Real-time traffic monitoring for optimal routing
Chicago weather means flight delays are common. Our sophisticated tracking ensures your chauffeur knows exactly when you'll arrive.
Drive times vary based on traffic and weather conditions
| Destination | From ORD | From MDW | From PWK |
|---|---|---|---|
| Downtown / The Loop | 35-60 min | 20-40 min | 35-55 min |
| McCormick Place | 40-65 min | 15-30 min | 40-60 min |
| Magnificent Mile | 35-55 min | 25-45 min | 30-50 min |
| Oak Brook | 25-45 min | 30-50 min | 40-60 min |
| Evanston / Northwestern | 35-55 min | 35-55 min | 20-35 min |
* Times reflect typical conditions. Rush hour (6-9 AM, 4-7 PM weekdays) can add 20-40 minutes. Winter weather may increase times.
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
Complete ground transportation solutions for every occasion
Premium executive sedans and SUVs for Chicago business travelers.
Professional drivers for corporate events and personal travel.
Spacious Mercedes Sprinters for groups and convention shuttles.
Dedicated corporate accounts with billing and travel management.
The preferred airport transfer provider for discerning travelers throughout the Chicago metropolitan area.
All vehicles are fully licensed and insured per Illinois regulations. Our chauffeurs undergo thorough background checks and professional training.
Our drivers know every terminal at O'Hare and Midway, every FBO at the executive airports, and every traffic pattern in between.
We monitor every flight from departure to touchdown. Your driver is positioned when you land, adjusting for delays automatically.
Chicago weather doesn't stop us. Our experienced drivers operate safely in all conditions, from summer heat to winter snowstorms.
One account for travel worldwide. We book ground transportation in over 500 cities so your standards follow you everywhere.
All-inclusive rates with no surge pricing during conventions or holidays. What you're quoted is what you pay.
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Preferred choice for assistants, planners, and travel managers who need it done right.
Common questions about airport transfers in Chicago