Cadillac Escalade chauffeur service in Chicago, the executive default.
Cadillac Escalade chauffeur service in Chicago for executives, clients, and airport runs. Room for six and their bags, and a cabin quiet enough for a call on the Kennedy.
The SUV most executives ask for.
Cadillac Escalade chauffeur service in Chicago is our default for executive travel. It has commanding presence at the curb, three rows of seating for up to six, and room for six bags.
Inside, the cabin is quiet enough for a call on the Kennedy. Hourly service starts at $95, and airport transfers start at $95 flat, with flight tracking and meet and greet included.

Cadillac Escalade at a glance.
| Detail | Cadillac Escalade |
|---|---|
| Class | Flagship SUV |
| Passengers | Up to 6 |
| Luggage | 6 bags |
| Hourly rate | From $95 per hour |
| Airport transfers | From $95 flat |
| Best for | Executive travel, airport runs, client pickups |
Starting rates before Illinois taxes and gratuity. Hourly bookings carry a minimum.
What the Escalade ride is like.
Presence outside, quiet inside.
A quiet executive cabin
- Room for six
- Quiet enough for calls
- Climate set before pickup
- Space for six bags
Commanding presence
- The classic black SUV
- A strong first impression
- Right for clients
- Right for nights out too
A vetted chauffeur
- Background checked
- Drug tested
- Professionally trained
- Confidentiality agreement
Flat or hourly, fixed first
- Quoted before you book
- No surge
- Fuel and tolls included
- Taxes and gratuity shown
Airport extras
- Flight tracking
- Meet and greet
- Wait time included
- All four airports
Staffed 24/7
- Any hour
- Holidays
- Changes handled
- A person answers
Will your group fit in the Escalade?
The Escalade seats up to 6 with up to 6 bags. Seven riders or heavy luggage? Look at the Yukon XL.
| Your group | Fit | Note |
|---|---|---|
| 1 to 3 riders | Good fit | Luggage: 6 bags |
| 4 to 6 riders | Good fit | Luggage: 6 bags |
| 7 riders | Too many for the Escalade | Look at the Yukon XL or Expedition |
| 8 to 10 riders | Too many for the Escalade | Look at the stretch limo or Sprinter |
| 11 to 14 riders | Too many for the Escalade | Look at the Sprinter |
When to choose the Escalade.
The trips riders book this vehicle for most.
How to reserve the Escalade.
Three steps, about a minute online.
Reserve online
- Pickup, drop-off, and time
- Pick this vehicle
- Flight number if flying
- About a minute
Rate confirmed
- Flat or hourly rate set
- Chauffeur assigned
- Flight tracked
- Details by email
Your chauffeur arrives early
- Vehicle ready
- Help with bags
- Route set for the hour
- The rate you agreed to
Prefer a quote first? Email the trip and we confirm the rate before you book.
The Escalade, with a professional chauffeur.
Every Escalade booking comes with a professional chauffeur. Chauffeurs are background checked, drug tested, trained, and bound by a confidentiality agreement.
Your chauffeur arrives early, handles the bags, and stays with the vehicle, so the car is ready when you are. Regular clients can request the same chauffeur every time.

Where the Escalade drives.
The Escalade picks up anywhere we serve, from downtown Chicago to Lake Forest, Wheaton, and Orland Park, and runs to all four Chicago-area airports.
Book early for busy dates. Weekends, holidays, wedding season, and prom season fill first. Same-day rides are often possible because dispatch is staffed 24/7.
Compare the Escalade with the fleet.
All six vehicles side by side.
| Vehicle | Class | Seats | Luggage | Hourly | Airport |
|---|---|---|---|---|---|
| Cadillac Escalade | Flagship SUV | Up to 6 | 6 bags | $95 | $95 |
| Lincoln Navigator | Luxury SUV | Up to 6 | 6 bags | $95 | $95 |
| GMC Yukon XL | Extended SUV | Up to 7 | 7 bags | $92 | $92 |
| Ford Expedition | Luxury SUV | Up to 7 | 7 bags | $90 | $90 |
| Mercedes-Benz Sprinter Van | Group van | Up to 14 | 14 bags | $140 | $165 |
| Lincoln Stretch Limousine | Occasion limo | Up to 10 | Light luggage | $140 | Hourly only |
Starting rates. Every rate is confirmed before you ride.
Is the Escalade right for your trip?
A quick way to decide.
Pick the Escalade if
- You have up to six riders
- It is executive or client travel
- You want a strong arrival
- It is an airport run with normal bags
Pick something else if
- Seven riders: Yukon XL or Expedition
- The quietest cabin: Navigator
- Heavy luggage: Yukon XL
- A big group: Sprinter
Other vehicles and services.
How many people fit in the Escalade?
Escalade or Navigator?
Is the Escalade good for airport runs?
How much is Cadillac Escalade chauffeur service in Chicago?
How do I reserve the Escalade?
Cadillac Escalade chauffeur service in Chicago is the default executive SUV for up to 6 riders and 6 bags, from $95 an hour or $95 flat downtown to O'Hare and Midway.
Reserve the Cadillac Escalade in Chicago.
Book online in about a minute, or email us for a quote.
Flat rates, vetted chauffeurs, and dispatch staffed 24/7.