Chicago, IL. Flat-rate chauffeur service, dispatch staffed 24/7info@chauffeurservicechicago.coRatesBook online
Long distance chauffeur service

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.

Under 200 miles, the car wins

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 skyline along the lake at dusk
Leaving Chicago for Wisconsin, Indiana, or Michigan.
Flat rates

Chicago long distance flat rates.

Flat rates to the places we drive most. Any other city gets a flat quote.

Long Distance Chauffeur Service rates
RouteDistanceStarting flat rate
Chicago to New Buffalo, MIAbout 72 milesfrom $189
Chicago to Lake Geneva, WIAbout 80 milesfrom $189
Chicago to Milwaukee, WIAbout 92 milesfrom $199
Chicago to South Bend and Notre Dame, INAbout 95 milesfrom $199
Chicago to Indianapolis, INAbout 183 milesfrom $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

What is included in a long distance flat rate.

One number covers the whole trip.

Price

One flat rate

  • Quoted before you book
  • No meter
  • No surge
  • Taxes and gratuity shown first
Tolls

Tolls and fuel

  • Interstate tolls included
  • Fuel included
  • No fuel surcharge
  • No per-mile charge
Return

Return leg included

  • No deadhead fee
  • Empty return built in
  • Round trips priced together
  • Nothing added after
Comfort

Work or rest

  • Quiet SUV cabin
  • Room to stretch
  • Stops when you need them
  • Luggage space
Chauffeur

A vetted chauffeur

  • Background checked
  • Drug tested
  • Trained for highway driving
  • Discreet
Dispatch

Staffed 24/7

  • Trip watched end to end
  • Weather plans
  • Changes handled
  • Any hour
How it works

Booking a long distance run.

Plan once and ride door to door.

Quote

Send the route

  • Pickup and destination
  • Date and time
  • One way or round trip
  • Riders and bags
Confirm

Get the flat rate

  • Price confirmed first
  • Chauffeur assigned
  • Stops planned
  • Details by email
Ride

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.

Popular trips

The long distance routes we run most.

Most trips leave Chicago for one of these.

Popular long distance trips
DestinationCommon reason
Milwaukee, WIBusiness meetings and Milwaukee Mitchell Airport connections
South Bend, INNotre Dame games, visits, and graduation
Lake Geneva, WIWeekend getaways and resort events
New Buffalo, MILake Michigan weekends
Indianapolis, INBusiness trips and events
Who books long distance

Who books long distance chauffeur service.

People who would rather not drive three hours, or fly one.

Business

Business travelers

  • Milwaukee and Indianapolis meetings
  • Work on the way
  • Corporate billing
  • Door to door
Families

Families

  • Notre Dame visits
  • Graduation weekends
  • Room for luggage
  • Seven seats
Getaways

Weekend getaways

  • Lake Geneva
  • New Buffalo
  • No car at the other end
  • Return trip booked
Groups

Groups

  • Sprinter for 14
  • Game trips
  • Event travel
  • One vehicle
Why not drive or fly

Why book a chauffeur instead of driving or flying.

For trips under about 200 miles, the car is usually faster door to door.

Time

Door to door wins

  • No airport check-in
  • No security line
  • No connecting ride
  • Leave when you want
Work

Use the time

  • Calls in a quiet cabin
  • Email on the way
  • Rest before the meeting
  • Arrive ready
Cost

One flat rate

  • Tolls and fuel included
  • Return leg included
  • No meter
  • No surprises
Safety

No tired driving

  • Vetted chauffeur
  • Highway experience
  • Weather watched
  • Dispatch backup
Where we drive

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.

Questions

Long distance questions.

Straight answers about trips out of Chicago.

Ask us anything
How much is long distance chauffeur service from Chicago?
Flat rates start at $189 to New Buffalo or Lake Geneva, $199 to Milwaukee or South Bend, and $299 to Indianapolis, before taxes and gratuity.
What is included in a long distance rate?
The chauffeur, the vehicle, fuel, interstate tolls, and the empty return leg. There is no meter and no deadhead fee.
Can you take us to a Notre Dame game?
Yes. Chicago to South Bend starts at $199 flat. Game days book early.
Can we stop along the way?
Yes. Tell us when you book, or ask your chauffeur on the road.
Do you do round trips?
Yes. We price round trips together and confirm the return time when you book.
Is it faster than flying to Milwaukee?
Usually, door to door. There is no airport check-in, security line, or second ride at the other end.
In one line

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.

Ready when you are

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.