O'HARE ROUND TRIP

O'Hare round-trip
car service

Book both legs of your O'Hare trip at one fixed price. We track your return flight and have a chauffeur ready the moment you land, no second booking, no surprise return fare.

Trusted for 12,000+ O'Hare round trips since 2014
Next departureOn schedule
Outbound & returnBoth tracked1 price
Flat rates, no surge
Flight tracking included
24/7 dispatch
Licensed & insured
O'Hare round trip

One booking, both directions

A round trip is the simplest way to handle O'Hare. You book the ride down and the ride back in a single reservation at one flat, combined price. No scrambling for a car when you land tired, and no return fare that creeps up at the last minute.

The return leg is where round trips really pay off. We track your inbound flight in real time, so if you land early or late, your chauffeur is already adjusting. You walk out, your driver is there, and you are home in about 90 minutes.

Round trips work for any vehicle and any traveler, from a solo business trip in a sedan to a family vacation in an SUV or a team flying out together in a Sprinter. One price covers it all, both ways.

Round-trip rates

One flat price, both directions

Round-trip rates by vehicle, covering the ride to O'Hare and the ride home. Booking both legs together costs less than two separate one-way fares.

VehicleCapacityOne wayRound trip
Mercedes S-ClassEXECUTIVE SEDAN3 passengersfrom $310from $310
Cadillac EscaladeLUXURY SUV6 passengersfrom $370from $370
Chevrolet SuburbanFULL-SIZE SUV7 passengersfrom $390from $390
Mercedes SprinterEXECUTIVE VAN12 passengersfrom $560from $560
Stretch LimoSPECIAL OCCASION10 passengersfrom $640from $640

Round-trip rates are the all-in price for both legs from downtown Milwaukee. Exact fare varies by pickup address and is confirmed at booking.

Get your exact quote
Every ride includes

Why book the round trip

One price, both legs

Down and back in a single flat fare that costs less than two one-way rides.

Return flight tracked

We monitor your inbound flight so the return pickup matches your real landing time.

No re-booking on arrival

Skip the rideshare surge and the taxi line. Your car is already arranged.

Same standard both ways

The same vehicle class and chauffeur quality on the return as the departure.

Flexible return timing

Plans shift? Adjust the return leg with dispatch ahead of time, no hassle.

Meet-and-greet on return

Add a baggage-claim greeting so your chauffeur is waiting inside when you land.

How it works

How the round trip works

One reservation covers the whole journey. Here is the flow from booking to homecoming.

Start a booking
  1. 01

    Book both legs at once

    Pick your vehicle and set your outbound and return times in one reservation.

  2. 02

    Ride to O'Hare

    Your chauffeur arrives early and gets you to your terminal with time to spare.

  3. 03

    We track your return

    Dispatch watches your inbound flight and stages your pickup for the real landing time.

  4. 04

    Step out, ride home

    Walk out to a waiting chauffeur and a smooth 90-minute ride back to your door.

Round-trip perks

What makes it the best value

Round trips are not just convenient, they save money and remove the one part of airport travel people dread: getting home.

SAVE

Lower combined rate

Two legs booked together come in under two separate one-way fares.

TRACKED

Return monitored

Your inbound flight is watched in real time so the pickup is always ready.

NO SURGE

Fixed return fare

The price home is locked at booking. No surge, no late-night premium.

READY

Car always waiting

No rideshare wait and no taxi line after a long flight. Just step out and go.

Built for the occasion

Round trips for every traveler

Business trips

Fly out and back for meetings with both rides locked and billed once.

Family vacations

Start and end the trip relaxed, with room for luggage and child seats.

Group travel

One Sprinter, one price, the whole team there and back together.

Weekend getaways

Down Friday, back Sunday, with the return already arranged.

Long trips

Leave the car at home for a week and skip the long-term parking bill.

Red-eye returns

Land at any hour to a waiting chauffeur, flight already tracked.

Why riders choose us

Why riders book round trips

01

Best overall value

The combined rate beats two one-way fares and removes the return guesswork.

02

Return is handled

The hardest part of airport travel, getting home, is arranged before you leave.

03

Flight tracking both ways

Outbound and inbound flights are monitored so timing is never your problem.

04

Professional chauffeurs

Licensed, insured drivers and a spotless fleet on both legs of the trip.

Ready to book

Lock both legs at one price

Reserve your O'Hare round trip in a single booking and let us handle the ride down and the ride home. Flight tracking included on both ends.

From round-trip riders

Trusted for the whole journey

Booked round trip for a week away and it was the best decision. Came home exhausted to a driver already waiting at baggage claim.
Priya M.Milwaukee · O'Hare round trip
One price, both ways, and they tracked my delayed return without me lifting a finger. This is how airport travel should work.
Tom H.Brookfield · Business round trip
Family of five, round trip in the Suburban. Out and back, one fare, zero stress on either end.
The Nguyen familyKenosha · Family round trip
1 priceCovers both legs
100%Returns flight-tracked
24/7Dispatch & support
~90 minEach direction
Good to know

O'Hare round trips, answered

The questions round-trip riders ask most. Still unsure? Call (414) 916-7648 any hour.

How does a round trip work?

You book the ride to O'Hare and the ride home in one reservation at a single flat price. We track your return flight so the pickup is ready when you land.

Is a round trip cheaper than two one-way rides?

Yes. Booking both legs together comes in under the cost of two separate one-way fares, and it locks your return price at the same time.

How much is an O'Hare round trip from Milwaukee?

Round trips start at $310 for a sedan and $370 for an SUV, covering both directions. Larger vehicles are priced accordingly.

Do you track my return flight?

Yes. We monitor your inbound flight in real time and stage your pickup for the actual landing time, even if the flight is early or late.

What if my return flight is delayed or changes?

We adjust the return pickup automatically for delays. If your schedule changes, let dispatch know ahead of time and we will move the return leg.

Will the driver meet me when I land?

Standard return pickup is curbside once you have your bags. Add a meet-and-greet and your chauffeur will wait inside at baggage claim.

Can I book a round trip last minute?

Yes, subject to availability. Our 24/7 dispatch handles same-day and next-day round trips whenever a vehicle is open.

Can the return be a different vehicle?

Usually the same class is assigned both ways for consistency, but if your group size changes, just tell us and we will adjust the return vehicle.

Which suburbs do you serve for round trips?

We pick up and drop off across the metro, including Brookfield, Waukesha, Racine, and Kenosha. Rates start from downtown Milwaukee.

Are tolls and gratuity included?

Tolls and gratuity are added at checkout and shown clearly before you confirm, so the total you approve is the total you pay.

Can I do a round trip to Midway or downtown instead?

Yes. Round-trip pricing is available for Midway and downtown Chicago as well. Just set both legs when you book.

How far in advance should I book a round trip?

Earlier is better for peak travel days, but our 24/7 dispatch handles last-minute round trips whenever a vehicle is available.

More routes

Other ways we drive Chicago

The Fleet

Pick your ride to the gate

Every vehicle is late-model, detailed before each trip, and driven by a licensed, insured chauffeur who tracks your flight.

View full fleet
Mercedes-Benz S-Class luxury sedan for Milwaukee to O'Hare car service
EXECUTIVE SEDAN

Mercedes S-Class

First-class quiet for solo and couple travel.

3 passengers3 bags
Cadillac Escalade SUV for Milwaukee to O'Hare airport transfers
LUXURY SUV

Cadillac Escalade

Room, presence, and a smooth highway ride.

6 passengers6 bags
Lincoln Navigator SUV for Milwaukee to Chicago car service
LUXURY SUV

Lincoln Navigator

Spacious cabin with a refined, steady drive.

6 passengers6 bags
Chevrolet Suburban SUV for Milwaukee airport group transportation
FULL-SIZE SUV

Chevrolet Suburban

Extra luggage space for full schedules.

7 passengers7 bags
Mercedes Sprinter van for Milwaukee to O'Hare group airport transfers
EXECUTIVE VAN

Mercedes Sprinter

Stand-up cabin for groups and teams.

12 passengers14 bags
Stretch limousine for Milwaukee to Chicago special occasions
STRETCH LIMOUSINE

Stretch Limo

For events, nights out, and arrivals in style.

10 passengers6 bags

Your flight is booked. Now lock in the ride.

Flat rates, flight tracking, and a chauffeur waiting when you land. Reserve in under two minutes.