United States · City chauffeur

Chicago Chauffeur & Executive Car Service

Private chauffeur service in Chicago for executives, assistants and delegations, from O'Hare and Midway arrivals to meeting days in the Loop, River North, Fulton Market and the suburbs.

Direct answer

Chauffyr arranges private chauffeur service in Chicago through its 24/7 US-based desk: flight-tracked transfers at O'Hare and Midway, hourly as-directed cars for meetings in the Loop, River North and Fulton Market, and coordinated vehicles for McCormick Place conventions, roadshows and suburban headquarters visits. Each request is quoted upfront in USD, locked when you book, with chauffeur and vehicle details confirmed before travel.

In Chicago, trips are driven by a vetted local affiliate chauffeur and coordinated by our 24/7 desk.

Reviewed by Deep Singh, Founder & Operational Director · Updated

  • 60 minutes of complimentary wait on Chicago airport pickups, timed to the tracked flight.
  • In-terminal Meet & Greet: $35 sedan/SUV, $150 Executive Sprinter.
  • Hourly as-directed bookings start at 4 hours for sedans and SUVs.
  • Up to 13 guests in an Executive Sprinter, 8 in a Jet Sprinter.

Book a chauffeur in Chicago

Vehicle class

Wait time and cancellation terms available for your selected vehicle.

Confirmed quote locked when you book · 60 min complimentary wait at commercial airports, 15 min at FBOs and other pickups · Full wait-time and cancellation terms available via “View terms & cancellation” above.

Executive and corporate travel in Chicago

Chicago is a major centre for finance, trading, law and corporate headquarters. The Loop hosts the exchanges, banks and law firms, River North and the Magnificent Mile host agencies and hotels, and Fulton Market in the West Loop has become a hub for technology companies and new headquarters. Many large companies are based in the suburbs, from Oak Brook to Deerfield. Executive assistants and travel managers often book a corporate car service or a black car by the hour so that one chauffeur handles a multi-stop itinerary between the city and the suburbs, and the same executive car service can cover client dinners. Chicago also hosts major medical, food and manufacturing industry gatherings, and many corporate visitors split a day between downtown offices and headquarters in suburbs such as Oak Brook, Schaumburg or Deerfield, where distances are long and traffic on the expressways varies.

Choosing between O'Hare and Midway

O'Hare International (ORD), northwest of the city, handles most of the city's international flights. Midway International (MDW), southwest of the Loop, mainly serves domestic flights and is often quicker to reach from downtown. Both are operated by the Chicago Department of Aviation. Chauffyr tracks each inbound flight for every airport transfer and records the terminal and meeting point, and a private car service can link either airport with suburban headquarters.

  • O'Hare (ORD): northwest, main international gateway
  • Midway (MDW): southwest, mainly domestic

Business districts and venues

The Loop and the riverfront host financial institutions and law firms, River North and Streeterville host offices, hotels and medical institutions, and Fulton Market hosts technology and consumer companies. McCormick Place, on the lakefront south of downtown, is North America's largest convention complex and hosts major trade shows throughout the year. Union Station connects the city by Amtrak with Milwaukee, St. Louis and Detroit. Hotels along Michigan Avenue and in the Loop are the usual pickup points for downtown meetings, and the chauffeur waits at an agreed entrance while guests check out or collect luggage.

  • The Loop
  • River North
  • Streeterville
  • Fulton Market and the West Loop
  • McCormick Place

Conventions, roadshows and group transportation

Large conventions at McCormick Place fill downtown hotels and congest Lake Shore Drive. Chauffyr can quote event transportation with staggered pickups from hotels and group transportation for teams, with a Sprinter-class van for larger parties. Investor roadshows that combine the Loop with suburban headquarters are planned with a lead car for the principal and additional sedans or SUVs for colleagues, all following one itinerary.

Weather and driving conditions

Chicago winters bring snow, ice and strong winds off Lake Michigan, and summer brings construction on major expressways. Traffic on the Kennedy, Eisenhower and Dan Ryan expressways is heavy at peak times. The desk allows extra time during winter storms and will contact you if a journey is affected. Share set appointment times when you book, especially for early flights from O'Hare.

Suburbs, Milwaukee and onward journeys

Popular onward journeys include suburban corporate campuses, the North Shore, Milwaukee and Lake Geneva in Wisconsin, which can be quoted as one-way transfers or hourly days. The CTA and Metra rail networks also connect the city and suburbs for travellers who prefer rail on some legs. Choose Chicago, the city's official tourism organisation, publishes event calendars.

Planning your Chicago quote

Send the flight number or pickup address, destination, date and time, the number of passengers and bags, and any stops, plus any suburban headquarters addresses. For hourly service, include an approximate start and finish time and the order of meetings. The desk returns an upfront USD quote for the vehicle class you choose, locked when you book, and confirms the chauffeur and vehicle details before travel.

Arriving by air

Airports and airport transfers in Chicago

04 // The fleet

Black on black, always

Consistent black-on-black vehicle classes across our 749+ city vetted affiliate network — plus Mercedes V-Class in Europe.

  • Luxury Sedan
    01

    Luxury Sedan

    Luxury sedan — black-on-black

    Up to 2 guests · 2 bags

  • Cadillac Escalade
    02

    Cadillac Escalade

    Executive SUV — First Class

    Up to 6 guests · 5 bags

  • Mercedes-Benz Sprinter Jet
    03

    Mercedes-Benz Sprinter Jet

    VIP Jet Sprinter — 8 guests

    Up to 8 guests · 8 bags

  • Mercedes-Benz Executive Sprinter
    04

    Mercedes-Benz Executive Sprinter

    Executive Sprinter — up to 13 guests

    Up to 13 guests · 12 bags

View full fleet →

Chicago · Live events

What's on in Chicago

  • Adult Toy Bingo & Drag Extravaganza

    Nov 8 · Impact Fuel Room

  • "BLOCKBUSTER BRUNCH" : School Of Rock (2003)

    Nov 8 · FITZGERALDS NIGHTCLUB

  • UIC Flames Women's Basketball v Northwestern

    Nov 8 · Credit Union 1 Arena at UIC

  • Kokandy Productions Jekyll & Hyde

    Nov 8 · Broadway Playhouse at Water Tower Place

Event-week arrivals, venue drop-offs and multi-car movements are quoted upfront. Browse the live event feed.

Chicago · Answered by our desk

Common questions

Which Chicago airports does Chauffyr cover?

Chauffyr arranges flight-tracked transfers at O'Hare International (ORD) and Midway International (MDW). Business aviation pickups can be arranged when the terminal and tail number are shared.

Is O'Hare or Midway closer to downtown Chicago?

Midway, southwest of the Loop, is usually quicker to reach from downtown and mainly serves domestic flights. O'Hare, northwest of the city, handles most international flights.

Can I book a black car by the hour for meetings in the Loop and the suburbs?

Yes. Hourly as-directed service keeps a chauffeur and vehicle with you between the Loop, Fulton Market and suburban headquarters. Include start and finish times and your list of stops.

Can Chauffyr arrange transport for a convention at McCormick Place?

Yes. The desk can quote transfers and hourly vehicles for exhibitors and attendees, including staggered pickups from several hotels. Send dates early, as major shows fill downtown.

What happens if winter weather affects my journey?

During snowstorms the desk monitors conditions and will contact you if a pickup needs to move. Safety comes first, and any changes are confirmed with you in writing.

How is a Chicago chauffeur booking priced?

Each request receives an upfront USD quote based on route, vehicle class, date and time and any stops or waiting. The quote is locked when you book.

Editorial

Sources & references

Official airport, government and visitor sources used for the Chicago information on this page.