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MDW Car ServiceChicago chauffeur service

Chicago B2B Chauffeur Service

Chauffeur Service Chicago, IL

Beat O'Hare traffic and Loop parking stress.

We cover O'Hare and Midway transfers to the Loop and River North. Our vetted Chicago chauffeurs handle sedans, SUVs, and sprinter vans for your executives.

  • Flight tracking included
  • Corporate account billing
  • Vetted chauffeurs

Midway (MDW) to the Loop: 11 miles, usually 25-40 min. Dispatch answers 24/7.

Secure reservation

Book online in the full reservation system.

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B2B Chauffeur Services

The City Never Sleeps, Neither Do We

Ground transport built for Chicago business schedules.

Every service below runs on the same dispatch team, the same vetted chauffeurs and the same written confirmation, whether it is a single Midway pickup or a week of convention shuttles.

Compare all Chicago services

Fleet

Four vehicle classes, priced in the open

Sedans, SUVs, and sprinter vans for Chicago business travel.

Hourly rates below have a 3-hour minimum. S-Class and Sprinter rates are starting rates; the booking form confirms the final price. One-way trips start at $130 in a sedan and $160 in an SUV.

  • Mercedes-Benz E-Class - Chicago chauffeur service

    Executive Sedan

    Mercedes-Benz E-Class

    Seats
    3
    Bags
    3
    Hourly
    $120

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

  • Cadillac Escalade - Chicago chauffeur service

    Executive SUV

    Cadillac Escalade

    Seats
    6
    Bags
    6
    Hourly
    $150

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

  • Mercedes-Benz S-Class - Chicago chauffeur service

    First-Class Sedan

    Mercedes-Benz S-Class

    Seats
    3
    Bags
    3
    Hourly
    $230

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

  • Mercedes-Benz Sprinter - Chicago chauffeur service

    Sprinter

    Mercedes-Benz Sprinter

    Seats
    14
    Bags
    14
    Hourly
    $240

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

Chicago Car Service Areas

Areas We Serve

Downtown and suburban pickup coverage.

From the Loop and the Magnificent Mile to the office parks of Schaumburg, Oak Brook and Naperville, plus Evanston on the North Shore. Each area page covers pickup points, drive times and airport routes.

Chicago routes

Know Before You Go

Quote-first planning, no surge games, no vague pickup pins. Every route page lists the roads chauffeurs use, typical drive times and the starting price for a sedan and an SUV.

How We Work

Where Every Ride is a Main Event

Every reservation goes to a trained dispatcher who checks flight status, venue load zones, and traffic. You have one point of contact from booking to drop-off.

Our chauffeurs arrive early and hold professional signage at O'Hare and Midway baggage claims. Chauffeurs stay discreet outside Loop boardrooms, medical centers, and downtown hotels. Corporate accounts receive itemized receipts and direct monthly invoicing without hidden surge fees.

24/7 Availability
Confirm your pickup time and meeting point before traveling.
Complete Discretion
Share any privacy requirements when booking.
VIP Treatment
Every passenger is a VIP. Chilled water, pristine vehicles, and chauffeurs who know exactly where to drop you for maximum impact.

What to Expect

Why Locals Trust Us

Chicago ground transport handled by people who know the city.

Traffic Mastery

Chicago rush hour hits the Kennedy, Dan Ryan, and Eisenhower expressways hard. Our chauffeurs check live traffic and choose the fastest route. They know alternate streets through River North and the Loop when expressways stall.

Venue Staging

McCormick Place, Soldier Field, and Navy Pier have strict loading windows. Chauffeurs coordinate with venue security and hotel door staff. Groups arrive at the correct entrance without circling blocks or missing call times.

Regional Trips

We cover rides to Milwaukee, Indianapolis, and Detroit when business demands it. Long-distance trips use prepped vehicles and rotating chauffeurs. You receive clear mileage and timing estimates before departure.

Chicago Chauffeur Service Notes

Business car service is not an on-demand taxi ride. Every reservation is a fixed appointment confirmed before the day of travel. We assign vetted chauffeurs based on pickup time, vehicle class, route, and any special requests. Same-day bookings are possible but depend on live fleet availability. Booking early guarantees the right sedan, SUV, or sprinter van and a punctual arrival at your Chicago office, hotel, or airport terminal.

O'Hare sits about 15 miles northwest of the Loop. Midway sits 11 miles southwest of downtown. Chicago Executive Airport in Wheeling sits roughly 25 miles north of the central business district. Real transfer times depend on traffic, terminal, and time of day. Morning and evening rush can double the baseline estimate. We track flights and stage chauffeurs early so passengers do not wait curbside after long flights.

Chicago moves money, medicine, manufacturing, and law. Corporate itineraries can include Loop offices, medical centers, and suburban business campuses in Oak Brook and Schaumburg. We handle board meetings, investor roadshows, airport transfers for visiting executives, and daily employee shuttles. Volume pricing applies to recurring routes and regular weekly schedules.

Chicago's calendar drives demand. The auto show, Lollapalooza, the Chicago Marathon, and major conventions fill hotel rooms and roadways. March through May and September through November see the heaviest corporate travel. Bears, Bulls, Cubs, and Blackhawks home games create postgame surge around Soldier Field, the United Center, and Wrigley Field. We book early for event weeks to secure vehicles and avoid last-minute gaps.

We do not claim to have been founded in Chicago, and we do not invent customer reviews. Our role is to coordinate reservations, maintain quality standards, and provide a single point of accountability. Your pickup details are confirmed with your reservation.

Ready when you are

Book a Chicago Chauffeur

Reserve airport transfers, hourly charters, and corporate rides through our booking team.

  • Available 24 hours, including weekends and holidays.
  • No Surge Pricing
  • Flight Tracking
  • VIP Drop-offs
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