Long distance chauffeur service from Chicago, door to door.
Long distance chauffeur service from Chicago to Milwaukee, Lake Geneva, South Bend, New Buffalo, and Indianapolis. One flat rate, door to door, with tolls, fuel, and the return leg included.
A short flight is four hours that look like one.
Long distance chauffeur service from Chicago often beats flying for trips under about 200 miles. A short regional flight means getting to the airport early, security, the flight, and another ride at the other end. A chauffeured SUV goes door to door.
You can work, rest, or take calls the whole way. The flat rate includes interstate tolls, fuel, and the empty return leg, so there is no meter and nothing added at the end.
Every long distance trip includes
- One flat rate, door to door
- Interstate tolls included
- Fuel included
- The return leg included
- No meter, no surge

Chicago long distance flat rates.
Flat rates to the places we drive most. Any other city gets a flat quote.
| Route | Distance | Starting flat rate |
|---|---|---|
| Chicago to New Buffalo, MI | About 72 miles | from $189 |
| Chicago to Lake Geneva, WI | About 80 miles | from $189 |
| Chicago to Milwaukee, WI | About 92 miles | from $199 |
| Chicago to South Bend and Notre Dame, IN | About 95 miles | from $199 |
| Chicago to Indianapolis, IN | About 183 miles | from $299 |
Starting flat rates in USD before taxes and gratuity, door to door. Tolls, fuel, and the return leg are included. Final pricing depends on route, date, and vehicle.
What is included in a long distance flat rate.
One number covers the whole trip.
One flat rate
- Quoted before you book
- No meter
- No surge
- Taxes and gratuity shown first
Tolls and fuel
- Interstate tolls included
- Fuel included
- No fuel surcharge
- No per-mile charge
Return leg included
- No deadhead fee
- Empty return built in
- Round trips priced together
- Nothing added after
Work or rest
- Quiet SUV cabin
- Room to stretch
- Stops when you need them
- Luggage space
A vetted chauffeur
- Background checked
- Drug tested
- Trained for highway driving
- Discreet
Staffed 24/7
- Trip watched end to end
- Weather plans
- Changes handled
- Any hour
Booking a long distance run.
Plan once and ride door to door.
Send the route
- Pickup and destination
- Date and time
- One way or round trip
- Riders and bags
Get the flat rate
- Price confirmed first
- Chauffeur assigned
- Stops planned
- Details by email
Door to door
- Car staged early
- Work or rest
- Stops when needed
- Dropped at the door
Game days at Notre Dame and summer weekends in Lake Geneva book early.
The long distance routes we run most.
Most trips leave Chicago for one of these.
| Destination | Common reason |
|---|---|
| Milwaukee, WI | Business meetings and Milwaukee Mitchell Airport connections |
| South Bend, IN | Notre Dame games, visits, and graduation |
| Lake Geneva, WI | Weekend getaways and resort events |
| New Buffalo, MI | Lake Michigan weekends |
| Indianapolis, IN | Business trips and events |
Vehicles built for hours on I-94.
SUVs for most trips, the Sprinter for a group.
Who books long distance chauffeur service.
People who would rather not drive three hours, or fly one.
Business travelers
- Milwaukee and Indianapolis meetings
- Work on the way
- Corporate billing
- Door to door
Families
- Notre Dame visits
- Graduation weekends
- Room for luggage
- Seven seats
Weekend getaways
- Lake Geneva
- New Buffalo
- No car at the other end
- Return trip booked
Groups
- Sprinter for 14
- Game trips
- Event travel
- One vehicle
Why book a chauffeur instead of driving or flying.
For trips under about 200 miles, the car is usually faster door to door.
Door to door wins
- No airport check-in
- No security line
- No connecting ride
- Leave when you want
Use the time
- Calls in a quiet cabin
- Email on the way
- Rest before the meeting
- Arrive ready
One flat rate
- Tolls and fuel included
- Return leg included
- No meter
- No surprises
No tired driving
- Vetted chauffeur
- Highway experience
- Weather watched
- Dispatch backup
Related services and areas.
Long distance pickups from anywhere in Chicagoland.
We pick up for long distance trips in downtown Chicago and every suburb we serve.
Do not see your town? Email us with the pickup, and we confirm a flat rate before you book.
How much is long distance chauffeur service from Chicago?
What is included in a long distance rate?
Can you take us to a Notre Dame game?
Can we stop along the way?
Do you do round trips?
Is it faster than flying to Milwaukee?
Long distance chauffeur service from Chicago to Milwaukee, Lake Geneva, South Bend, New Buffalo, and Indianapolis, with one flat rate from $189 that includes tolls, fuel, and the return leg.
Book a long distance run.
Send the route and date, and we confirm a flat rate door to door.
Flat rates, vetted chauffeurs, and dispatch staffed 24/7.



