LWD
LAi
Chicago, IL · chauffeured ground transportation
Black Car & Limousine Service in Chicago
Two airports, one of the largest convention centres on earth, and winters that decide the schedule.
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- The Loop and Millennium Park
- River North and Streeterville
- West Loop and Fulton Market
- Gold Coast and Lincoln Park
- Hyde Park and the University
- McCormick Place
- United Center
- Wrigley Field
- Guaranteed Rate Field
- Soldier Field
- Chicago Auto Show (February, McCormick Place)
- ASCO Annual Meeting (spring, McCormick Place)
- Radiological Society of North America (late November)
- Lollapalooza (summer, Grant Park)
Chauffeured ground transportation in Chicago
Chicago runs on conventions and on weather. McCormick Place is among the largest convention centres in the world and when it is full the whole city's ground transportation is committed; between shows the same city is easy. Winter adds a second variable, and a chauffeur who has driven a Lake Shore Drive whiteout is a different proposition from one who has not.
We work O'Hare and Midway as separate markets — the right airport depends entirely on where you are going — and run heavy hourly volume in the Loop, River North and the West Loop. Suburban corporate campuses in Schaumburg, Naperville and Deerfield are a regular part of the day rather than an exception.
What we are asked for most here
Airport transfers with the flight tracked and the pickup time moved to the actual arrival; hourly as-directed days where the car waits between meetings with the luggage still in it; corporate accounts with one monthly invoice across every city on the itinerary; and the occasion work — weddings, milestone birthdays, concerts and games — where the timeline matters more than the car.
Alongside those, Chicago generates the quieter work this company was built for: senior transportation with the chauffeur waiting through the appointment, non-emergency medical trips with an on-call return leg, and discreet private-client movements in unmarked vehicles.
One thing worth knowing before you book
During the largest McCormick Place shows the city genuinely runs out of vehicles. Exhibitors who book ground transportation with their booth space get a car; those who book in show week frequently do not.
City-to-city runs from Chicago
Between two and five hours apart, a chauffeured car beats flying door to door: no security line, no gate, no rental counter, and the car leaves from your door at the hour you choose. These are the routes booked from Chicago most often, with the times we actually plan against.
| Destination | Typical driving time | Book it as |
|---|---|---|
| Milwaukee | about 1.5 hours | City-to-city transfer |
| Indianapolis | about 3 hours | City-to-city transfer |
| Detroit | about 4.5 hours | City-to-city transfer |
| Lake Geneva | about 1.5 hours | City-to-city transfer |
| South Bend and Notre Dame | about 2 hours | City-to-city transfer |
Annual weeks that sell out Chicago
In these weeks the constraint is not price, it is whether a compliant vehicle exists at all. Book with the hotel, not with the flight.
| Event | Usual window | Why it matters |
|---|---|---|
| ASCO Annual Meeting | May or June | The world's largest clinical oncology meeting, and one of the events that fills every hotel room in Chicago. |
| RSNA Annual Meeting | late November | The radiology industry's annual meeting, held in the week after Thanksgiving. |
| Chicago Auto Show | February | The largest auto show in North America by exhibition space, with a media and industry preview before the public days. |
| Lollapalooza | late July to August | Four days in the middle of downtown Chicago, with Michigan Avenue and Columbus Drive affected throughout. |
Chicago services
Airports serving Chicago
Rail stations
Chicago, IL
Districts, venues and the places we are sent
Districts and neighbourhoods
Venues, stadiums and halls
Fleet
Vehicles available in Chicago
Wheelchair-accessible and electric vehicles are available in this market on advance notice; every other class below is normally available on twenty-four hours.
| Class | Typical vehicles | Passengers | Bags | Best for |
|---|---|---|---|---|
| Executive Sedan | Cadillac CT5 · Lincoln Continental · Mercedes-Benz E-Class · BMW 5 Series | 3 | 2 | Airport transfers, single-executive road shows, hourly work downtown |
| Luxury Sedan | Mercedes-Benz S-Class · BMW 7 Series · Genesis G90 · Audi A8 | 3 | 2 | Chairman and board travel, private-client work, first impressions that are the point |
| Executive SUV | Cadillac Escalade · Chevrolet Suburban · Lincoln Navigator · GMC Yukon XL | 6 | 6 | Family airport runs, ski and golf transfers, four executives with real luggage |
| Luxury SUV | Range Rover · Mercedes-Benz GLS / Maybach GLS · Cadillac Escalade V-Series | 4 | 4 | Talent transport, resort and mountain arrivals, private-client standing cars |
| Electric Sedan & SUV | Tesla Model S · Tesla Model X · Lucid Air · Mercedes-Benz EQS | 4 | 3 | Corporate accounts with a travel-emissions target, city work in EV-dense metros |
| Stretch Limousine | Lincoln Continental stretch · Chrysler 300 stretch · Lincoln MKT stretch | 10 | 4 | Weddings, anniversaries, proms, milestone birthdays, a night at the theatre |
| Stretch SUV Limousine | Cadillac Escalade stretch · Lincoln Navigator stretch · Hummer H2 stretch | 18 | 4 | Bachelor and bachelorette parties, prom groups, casino and stadium nights |
| Executive Sprinter Van | Mercedes-Benz Sprinter executive · Ford Transit executive | 14 | 14 | Delegations, investor road shows, film crews, airport groups with kit |
| Party Sprinter Limo | Mercedes-Benz Sprinter limo · Ford Transit limo | 14 | 4 | Wine tours, brewery crawls, birthdays, tailgates, wedding party transport |
| Mini Bus & Executive Shuttle | Ford F-550 executive coach · Freightliner mini coach · Grech shuttle | 28 | 28 | Conference shuttle loops, wedding guest transport, employee campus runs |
| Motorcoach | Van Hool · MCI J4500 · Prevost H3-45 | 56 | 56 | Convention blocks, sports teams, incentive groups, multi-day tours |
| Wheelchair-Accessible (WAV) | Ramp-equipped MV-1 · lift-equipped Sprinter · lowered-floor minivan | 4 | 3 | Medical appointments, senior travel, accessible airport transfers |
Questions
Booking a car in Chicago
Which airport should I use for Chicago?
We serve ORD (O'Hare International Airport), MDW (Chicago Midway International Airport). Terminal 5 is a separate building reached by the Airport Transit System. Domestic arrivals connect to the garage; international arrivals come out at T5 and need the car sent there specifically.
How far in advance should I book in Chicago?
Twenty-four hours is comfortable for a sedan or SUV airport transfer. During the largest McCormick Place shows the city genuinely runs out of vehicles. Exhibitors who book ground transportation with their booth space get a car; those who book in show week frequently do not.
Do you charge more during peak hours in Chicago?
No. Fares are fixed at booking and include tolls, parking, airport access fees and fuel. There is no surge pricing at any hour or in any weather.
Can I book a car by the hour in Chicago?
Yes, with a three-hour minimum in most markets. The vehicle stays with you between stops, your luggage stays aboard, and overtime is billed in fifteen-minute increments at the same rate.
Which vehicles are available in Chicago?
Executive and luxury sedans, executive and luxury SUVs, stretch limousines, stretch SUV limousines, executive and party Sprinters, mini buses and motorcoaches. Wheelchair-accessible vehicles and electric vehicles are available in this market on advance notice.
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