Midway to O'Hare Airport Transfer Flat $99 Car Service Between Chicago Airports
Our Midway to O'Hare Airport transfer takes you and your bags between Chicago's two airports in one private car for a flat $99. Your chauffeur meets you where you land and drops you at your next terminal.
Airport to AirportBook Your Ride Between Chicago Airports
Changing airports? Add both flights in the form and we track them at each end.
Before taxes and gratuity. Your exact total shows before you book.
- Flights tracked at both airports
- Works O'Hare to Midway too
- Your chauffeur handles the bags
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A Midway to O'Hare airport transfer is a chauffeured ride from Chicago Midway (MDW) to O'Hare (ORD), or the other way. The drive is about 25 miles and usually takes 35 to 50 minutes. The fare is a flat $99.
Riders use it for split tickets, long layovers and meeting family at the other airport.
Car Service Between Midway and O'Hare
Our Midway to O'Hare transfer is for travelers who land at one Chicago airport and fly out of the other.
Doing this by train, shuttle or rideshare means transfers, lines and dragging bags. A private car picks you up at the airport and drives you straight to your next terminal.
We track both flights: the one you land on and the one you leave on. If your first flight runs late, your pickup moves with it. We plan the drop-off around your next departure.
The fare is a flat $99 in either direction, MDW to ORD or ORD to MDW. Traffic does not change the price.

Who needs a ride between Midway and O'Hare.
This ride solves a few common travel problems.
Split Trips
- You land at one airport
- You fly out of the other
- Separate tickets, one private ride
Family, Staff and Crews
- Land at Midway, meet family at O'Hare
- Then ride on together
- Flight crews and staff
- Long layover? We serve airport hotels too
What happens at each airport.
Here is what to expect at Midway, at O'Hare and with your bags.
Meet Your Chauffeur
- Meet and greet at baggage claim
- Your chauffeur holds a name sign
- Curbside pickup at arrivals
- Pickup timed to your real landing
Drop-off at Your Terminal
- Terminals 1, 2 and 3 for most U.S. flights
- Terminal 5 for most international flights
- Tell us your airline so we stop near check-in
Help at Both Ends
- Loaded at your arrival airport
- Unloaded at your departure curb
The Drive From Midway to O'Hare
Midway and O'Hare sit on opposite sides of Chicago, so the ride crosses the city.
From Midway, we usually take I-55 to the Tri-State (I-294) or the Kennedy (I-90) north to O'Hare. Your chauffeur picks the faster road for the time of day.
- Start: Midway arrivals, or O'Hare if you go the other way
- Distance: about 25 miles, usually 35 to 50 minutes
- End: your O'Hare terminal, or Midway departures
What Affects Your Drive Across Town
This is our longest local route, so plan a little extra time.
Traffic and Time of Day
Highway traffic across town changes a lot by the hour. At rush hour, plan on the full 50 minutes.
Weather
Snow and heavy rain slow the drive. Your chauffeur adjusts the route and timing.
Connection Window
Plan for the drive plus check-in and security at your next airport. The closer your flights are, the less room you have for traffic.
Tips for Your MDW to ORD Ride
A few small steps make the switch between airports easy.
- Enter both flight numbers when you book. That is how we time your pickup and your drop-off.
- Lots of bags? Pick meet and greet so your chauffeur is at baggage claim to help.
- Traveling as a group? Book one Sprinter van instead of several cars.
Book your airport transfer online
Enter the airport you land at and the airport you fly from. Then pick your vehicle.
Pick From Our 2026 to 2027 Fleet
Most airport to airport riders pick an SUV for the bags. Hourly rates are shown here, and the flat transfer rate is in the rates table.
from $135/hrCadillac Escalade
Our top SUV. Seats up to 6 with plenty of room for bags.
View Escalade
from $100/hrLincoln Navigator
A quiet, comfortable SUV. A great pick for business trips and families.
View Navigator
from $160/hrMercedes Sprinter Van
Fits up to 14 people and their bags. Good for teams, families and wedding parties.
View Sprinter
from $95/hrFord Expedition
A roomy full size SUV with space for extra bags. Our lowest priced SUV.
View Expedition
from $145/hrStretch Limousine
A classic stretch limo for weddings, proms, birthdays and nights out.
View Stretch Limo
from $325/hrCoach Bus
For big groups. Take everyone to a convention, event or game in one bus.
Request a QuoteMidway Limo Service Rates and Pricing
The Midway to O'Hare transfer is a flat $99. It is listed below with our other flat routes and our hourly charter rates.
Before taxes and gratuity. The prices here leave out taxes and gratuity. Both are added at booking. Any extra tip for your chauffeur is your choice.
From Midway to O'Hare
One car and one chauffeur across town, with your bags in the back.
Your ride between the airports.
A private SUV has room for all your bags.


Frequently Asked Questions
How much is a Midway to O'Hare transfer?
How far apart are Midway and O'Hare?
Do you track both of my flights?
Which O'Hare terminal will you drop me at?
How much time should I leave between flights?
How does this compare to a shuttle or rideshare?
Can you take a group between the airports?
Can you drop me at an airport hotel instead?
Can you take me from O'Hare to Midway?
Can I book a transfer for a red-eye or a very early flight?
Other Popular Midway Trips
Staying in Chicago instead? These Midway rides are popular too.
Reserve Midway to O'Hare
Land at one airport and fly from the other. Book your $99 transfer online in a few minutes.
