
Cadillac Escalade
The default choice for Chicago executive travel. Commanding presence, a cabin quiet enough for a call on the Kennedy, and enough room for six with luggage.

One Origin · One Destination · One Rate
A single flat price from any Chicago address to any other. Quoted before you book, unchanged by traffic, weather or what the demand algorithm thinks of your Tuesday.
Point to point car service in Chicago does exactly one thing and does it without drama: it moves you from an address to an address for a price you agreed to in advance. No meter, no per-mile creep, no multiplier because it started snowing on Lake Shore Drive.
That simplicity is worth more in Chicago than in most cities. Between the Loop's one-way grid, the Kennedy's twice-daily reversal of misery, and an event calendar that shuts down major streets a dozen times a year, a metered fare in Chicago is a fare you cannot predict. A flat rate is one you can put on a calendar and forget.
What Is In the Number
The quote is the fare. There is nothing underneath it.
Illinois Tollway charges, fuel and the route the chauffeur chooses are all inside the flat rate. Nothing is added afterward.
Fifteen minutes of complimentary wait on residential and business pickups. Thirty on domestic flights, sixty on international arrivals.
Your chauffeur loads and unloads. Our SUVs carry six or seven passengers plus a full set of checked bags without anybody holding one.
A February blizzard on the Edens does not change the fare. It only changes how early we leave, which is our problem, not yours.
You receive the chauffeur's name, vehicle and plate before pickup. Not a rotating pool, not whoever accepted the ping.
One card, one receipt, no incremental line items. Corporate accounts consolidate every trip onto a single monthly invoice.
How It Works
Point to point is the simplest reservation we take.
Give us where you are and where you are going, plus the time and the passenger count. That is the whole intake.
We quote the fixed price for that exact route in that exact vehicle. It does not change after you accept it.
Name, photo, vehicle and plate sent before pickup. The car stages ahead of the reservation time rather than at it.
One route, one chauffeur, one charge. No meter to watch and no surprise at the destination.
Clark Street Bridge · ChicagoWhy Flat Beats Metered Here
A metered fare transfers traffic risk to the passenger. Sit on the Kennedy for forty minutes and the number climbs while you do nothing. That is a strange arrangement to accept in a city with Chicago's congestion profile.
A flat rate transfers that risk to us. We choose the route, we absorb the delay, and we quoted the number knowing what a Thursday at 4:45 looks like on the Eisenhower. If we are wrong, we are wrong at our own expense.
It also removes the second problem, which is surge. Rideshare multipliers in Chicago spike hardest during winter storms, convention weeks and the ninety minutes after a Bears game. Those are precisely the moments a car matters most.
The Fleet
Six chauffeured vehicles, each with a published starting rate on every route.

The default choice for Chicago executive travel. Commanding presence, a cabin quiet enough for a call on the Kennedy, and enough room for six with luggage.

Understated and lounge-smooth. Reclining second-row captain's chairs make it the quiet favorite for long Loop-to-suburb runs.

Extended wheelbase, real third-row legroom and the deepest cargo hold in the SUV tier. Built for airport runs where nobody holds a bag on their lap.

The value pick. Same seven seats, same chauffeur, same flat rate, a little less badge. Popular with families flying out of Midway.

Stand-up cabin, executive seating and luggage racks. One vehicle instead of three for board offsites, wedding parties and convention groups.

The occasion car. Wraparound leather, fiber-optic lighting and a bar console for weddings, prom and Chicago nights that deserve an entrance.
Starting prices in USD before taxes and gratuity. Your final flat rate depends on route, date, hours and vehicle. Each vehicle is shown with and without a professional chauffeur.
Pricing
Common routes and per-vehicle starting prices. Any other address pair is quoted on request.
| Route | Detail | Starting Rate |
|---|---|---|
| Downtown Chicago to O'Hare (ORD) | About 18 miles | from $95 |
| Downtown Chicago to Midway (MDW) | About 12 miles | from $95 |
| Downtown Chicago to McCormick Place | Convention transfer | from $90 |
| Downtown Chicago to Rosemont | Stephens Center and hotels | from $110 |
| Downtown Chicago to Oak Brook | Corporate corridor | from $110 |
| Downtown Chicago to Naperville | About 33 miles | from $135 |
| Downtown Chicago to Evanston | Northwestern and downtown Evanston | from $95 |
| O'Hare (ORD) to Midway (MDW) | Airport to airport | from $115 |
Starting prices in USD, quoted flat before Illinois taxes and gratuity. Final pricing depends on route, date, vehicle class and total hours. Hourly charters carry a minimum booking; the stretch limousine is hourly only. Confirm your exact rate by requesting a quote online.
| Vehicle | Capacity | Transfer From |
|---|---|---|
| Ford Expedition | Up to 7 passengers | from $90 |
| GMC Yukon XL | Up to 7 passengers | from $92 |
| Lincoln Navigator | Up to 6 passengers | from $95 |
| Cadillac Escalade | Up to 6 passengers | from $95 |
| Mercedes-Benz Sprinter Van | Up to 14 passengers | from $165 |
| Lincoln Stretch Limousine | Up to 10 passengers | By quote |
The stretch limousine is booked hourly rather than by transfer. See hourly chauffeur service.
When Point To Point Is the Right Call
Airport transfers. Hotel to McCormick Place. A dinner reservation on Randolph. Home in Hinsdale to a meeting in the Loop. If the trip has one origin and one destination, this is the format that costs least.
Chicago Routes We Run Daily
Real routes with real starting rates, not a generic radius map.
About eighteen miles up the Kennedy. From $95 flat. Thirty-five minutes at 10 AM, closer to an hour at 4:30 on a Thursday.
About twelve miles down the Stevenson. From $95 flat. Usually the quicker of the two airport runs end to end.
From $90 flat. Three connected buildings and four drop-off doors, and the right one depends entirely on your hall.
From $110 flat. The Donald E. Stephens Convention Center and the hotel cluster two miles from O'Hare.
Naperville from $135, Oak Brook from $110, Hinsdale from $115, Evanston from $95. All flat, all quoted before you book.
Randolph Street, Gold Coast, Alinea in Lincoln Park, the Chicago Theatre on State. Drop at the door and never look for parking.
Why Chicago Books Us
Six reasons a fixed price beats a meter in this particular city.
You accept a number, then you ride. There is nothing to calculate at the destination and nothing to dispute afterward.
Winter is not a surprise here. Our rate already assumes February exists, so a snowstorm changes our departure time and not your fare.
Nobody sits in Kennedy traffic watching a number climb. The delay is ours. Your rate was set before the car moved.
Illinois-licensed commercial ground transportation with proper liability coverage, not a personal auto policy with a rideshare endorsement.
One flat charge, one receipt, no per-mile breakdown for a finance team to interrogate. Corporate accounts get a single monthly invoice.
Twenty-four hour dispatch. If your plans change at 2 AM, you talk to a human being who can actually move the reservation.
Common Questions
What people ask before booking a flat-rate transfer in Chicago.
Point to point means one origin address, one destination address, and one flat price agreed before the trip. The chauffeur takes you directly there. It is the opposite of hourly as-directed service, where you retain the vehicle and chauffeur for a block of time and stop wherever you want. Point to point is the right instrument for airport transfers, hotel to convention center transfers, and any trip where you know both ends of the journey when you book.
Chicago point to point transfers start at $90 in a Ford Expedition and $95 in a Cadillac Escalade or Lincoln Navigator. Common flat routes from downtown are $95 to O'Hare, $95 to Midway, $90 to McCormick Place, $110 to Oak Brook or Rosemont and $135 to Naperville. A fourteen-passenger Mercedes-Benz Sprinter starts at $165. Prices are before Illinois taxes and gratuity, and tolls, fuel and standard wait time are already included in the quote.
No. Once you accept a flat rate, that is the fare regardless of how long the trip takes. If the Kennedy adds forty minutes to an O'Hare run, that cost is ours. This is the core difference between a flat rate and a meter, and it matters more in Chicago than in most cities because congestion here is severe, predictable in pattern and unpredictable in magnitude. We price the route knowing what rush hour does, and then we absorb the variance.
None, under any circumstances. Winter storms, Cubs day games, Lollapalooza weekend, the Chicago Marathon, RSNA at McCormick Place, New Year's Eve: the rate you were quoted is the rate you pay. Rideshare surge multipliers spike hardest precisely when ground transportation matters most, which is why a fixed rate is the entire proposition here. What does change on peak dates is vehicle availability, so book those weeks early.
Fifteen minutes of complimentary wait on residential and commercial pickups, thirty minutes on domestic airport arrivals and sixty minutes on international arrivals, all measured from actual touchdown rather than the scheduled arrival time. Beyond that, wait time is billed in defined increments at a rate disclosed before you book. Because we track your flight from pushback, the chauffeur is repositioned automatically for delays and you rarely consume any of the free wait at all.
Yes, and a large share of our volume runs exactly that way. Naperville, Oak Brook, Hinsdale, Schaumburg, Evanston, Lake Forest, Arlington Heights, Orland Park, Oak Park and Wheaton all have published starting rates into downtown Chicago and to both major airports. Suburb to suburb transfers are quoted the same way, by route rather than by meter. Every service area page lists that suburb's specific rates and drive times.
A single brief stop can usually be added to a point to point transfer for a modest supplement, quoted before you ride. If the trip has two or more stops, or if the timing at any of them is uncertain, hourly as-directed service is almost always cheaper and considerably less stressful, because the chauffeur simply waits. Message us with the shape of the day and we will price it both ways and tell you which one wins.
Yes. Every point to point transfer produces a single itemized receipt showing the date, route, vehicle class and flat fare, emailed automatically after the trip. There is no per-mile breakdown to reconcile because there was no meter. Corporate account holders receive one consolidated monthly invoice showing every trip with rider name, date, route and cost center, which most Chicago finance teams can import directly into their expense system.
Chicago is a grid city with expressway bottlenecks, and both of those facts make metered fares volatile. The Kennedy runs inbound heavy in the morning and outbound heavy in the evening, carrying every O'Hare passenger with it. The Eisenhower is unpredictable westbound after 3 PM. The Stevenson to Midway is fine right up until it is not. Lake Shore Drive closes for the Air and Water Show, the Marathon and half a dozen other city events each year.
A meter turns all of that variance into your bill. A flat rate turns it into our operational problem. When we quote $95 from the Loop to O'Hare, that number already assumes that some Thursdays are bad. It is not a discount on a good day; it is a guarantee on a bad one.
Our quoted point to point rate includes the vehicle, the chauffeur, fuel, all Illinois Tollway charges on the chosen route, luggage handling, bottled water, standard wait time, and the route selection itself. Illinois taxes and gratuity are added at booking and shown to you before you confirm.
There is no fuel surcharge, no airport access fee, no late-night supplement, no per-bag charge and no cleaning deposit. If a service quotes you a low base number and then adds four line items, you have not been given a flat rate. You have been given a starting bid.
Ask one question: do you know both ends of the journey and roughly when it happens? If the answer is yes, book point to point. Airport transfer, hotel to convention center, home to a restaurant, suburb to a meeting downtown. One rate, no waiting, done.
If the answer is no, or if the day contains three or more stops, waiting, or an uncertain finish time, book hourly. Four hours as-directed in an Escalade starts at $95 an hour and covers unlimited stops with the car waiting outside. Three separate flat transfers across a Chicago afternoon will typically cost more and will strand you on a curb between each one.
Flat pricing works just as cleanly from the suburbs, because distance is known in advance. Naperville to the Loop is thirty-three miles and starts at $135. Oak Brook is closer and starts at $110. Hinsdale, Evanston, Rosemont, Arlington Heights, Lake Forest, Wheaton, Orland Park and Schaumburg all carry published starting rates in both directions and to both major airports.
What varies is not the price model but the time budget. A Naperville to O'Hare run leaves earlier on a weekday morning than the same run on a Sunday, and our dispatch builds that in. The rate does not care. Consult the individual service area page for your suburb's routes, drive times and starting rates.
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Chicago point to point car service from $90 flat. Tolls in, surge out, chauffeur named before pickup.
24/7 Dispatch · Flat Rates · Licensed & Insured · Chicago, Illinois