Chicago · Corporate
Corporate travel and roadshows in Chicago
A Loop morning and a suburban afternoon are two different cities.
By the hour from $110/hr sedan, all-in · 3-hour minimum
| Route | Off-peak | Allow in peak |
|---|---|---|
| The Loop to River North | 8–12 min | 15–25 min |
| The Loop to Fulton Market | 10–15 min | 20–35 min |
Weekday example from our quote engine, as of Oct 2026, with the 20% chauffeur gratuity included. Legs are quoted for your exact addresses and confirmed in writing.
Booking for someone else
- With a corporate account, confirmation and chauffeur details go to you and, if you want, the traveller
- Cost centre or PO on the invoice, with a corporate account
- One monthly invoice across all 27 cities
Travelling yourself
- Meet-and-greet at arrivals; your flight is tracked, so early and late landings are handled
- One number, answered 24/7: 1-866-EXEC230
- Vetted local operators held to our published standards
How the Chicago day is built
A Loop morning and a suburban afternoon are two different cities. The vehicle that makes that work is the one that waited. Chicago corporate work splits between the Loop and the corridors out to Oak Brook, Schaumburg and the North Shore, and a day that touches both is not a series of clean transfers. Hourly hire suits it better: the vehicle stages nearby rather than leaving, so a meeting that runs long costs you the overrun and nothing else. Parking downtown is expensive enough that holding a vehicle is frequently cheaper than releasing and recalling one.
Hourly hire beats a chain of transfers
Downtown parking rates and the difficulty of finding a vehicle again on a Loop street at five o’clock mean that holding a car is usually the cheaper answer as well as the more reliable one. We plan the day around the appointments you actually have, and stage between them rather than returning to base.
The suburban corridors are a different day
Oak Brook, Schaumburg, Deerfield and Lake Forest carry a great deal of corporate Chicago, and a day that starts downtown and ends out there runs against the commute in the morning and with it at night. That is the good direction, and we will structure the day to use it where your schedule allows.
The same chauffeur across the visit
On a multi-day roadshow the chauffeur learns the party, the luggage and which tower entrance actually works in February. We assign a named chauffeur for the duration and give you a direct line to dispatch rather than an app that cannot answer a question.
Chicago accounts and billing
Consolidated billing
Corporate accounts are invoiced monthly against cost centres, project codes or individual travellers, whichever your finance team uses. Each line carries the route, the vehicle, the chauffeur and the disclosed extras, so reconciliation does not require a phone call.
Booked by assistants, for travellers
Most corporate bookings here are placed by someone who is not travelling, so the process is built for them: booking by email or phone, confirmations naming the chauffeur and vehicle, changes made by replying rather than re-entering a form.
Between the Chicago business districts
These are the legs a Chicago corporate day is made of. The suburban runs move well against the commute and badly with it, which is worth planning around rather than discovering.
| Route | Approx. distance | Off-peak | Allow in peak |
|---|---|---|---|
| The Loop to River North | 1 mile | 8–12 min | 15–25 min |
| The Loop to Fulton Market | 2 miles | 10–15 min | 20–35 min |
| The Loop to Oak Brook | 19 miles | 30–40 min | 55–80 min |
| The Loop to Schaumburg | 30 miles | 40–55 min | 70–100 min |
| The Loop to Evanston | 14 miles | 25–35 min | 45–65 min |
| The Loop to Lake Forest | 30 miles | 40–50 min | 65–95 min |
Notes on Chicago districts
The Loop & Michigan Avenue. The grid makes the Loop easier to work than most downtowns, with one significant exception: the bridges. We route around the river where the timing calls for it.
River North & Streeterville. The hotel district and where most visiting executives actually sleep. Streeterville adds the medical campus traffic to the same few blocks.
Fulton Market & the West Loop. The fastest-changing corporate district in the city, with technology and corporate headquarters now sitting where the meatpacking trade used to.
McCormick Place & conventions. We plan convention work as a single operation rather than a series of bookings.
North Shore, Oak Brook & the suburbs. Long-distance runs beyond the metropolitan area are quoted per trip.
How Chicago corporate work is priced
Chicago is quoted per route and confirmed in writing before you travel, with no surge pricing at any hour — including during convention weeks, when the city’s rideshare pricing does the opposite. Hourly hire is available for multi-stop days, roadshows and event work. Rates are set per market, so a Chicago quote reflects Chicago.
Hourly hire is quoted at a market rate with a stated minimum and no surge at any hour. Point-to-point corporate transfers are quoted per route and confirmed in writing before you travel, with no surge pricing at any hour. Accounts are invoiced monthly with line-level detail.
For a day with three or more downtown stops, hourly hire is almost always cheaper than the equivalent transfers once parking is counted. We will tell you which way it falls for your day rather than defaulting to the larger number.
Prefer to speak to someone? Call 1-866-EXEC230. Dispatch is staffed 24 hours a day.
More in Chicago
Airport transfers
O’Hare and Midway — terminals, customs and winter timing
Private aviation
Chicago Executive, DuPage, Midway and ORD private terminals
Hotel transfers
The Magnificent Mile, River North and the Loop
Events & venues
McCormick Place, the United Center, Wrigley and the theatres
Universities & campuses
UChicago, Northwestern, Booth and the medical district
All Chicago services
Airports, districts and journey times across Chicago