Midway to Downtown Chicago Car Service Flat $99 Limo Ride to the Loop
Midway to Downtown Chicago car service takes you from Midway Airport to the Loop for a flat $99. Your chauffeur drops you at your hotel, office or show.
Downtown ChicagoReserve Your Ride Into the Loop
One flat price to downtown, set before you ride. Add your flight and hotel address and you are done.
Before taxes and gratuity. Your exact total shows before you book.
- Drop-off at any downtown hotel or office
- Same $99 back to Midway
- No meter running in traffic
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Midway to Downtown Chicago car service is a private ride from Midway Airport (MDW) up the Stevenson Expressway to the Loop. It covers about 10 miles in 20 to 30 minutes, for a flat $99 each way.
Riders use it to reach Loop offices, hotels on the Magnificent Mile and in River North, theaters and the downtown train stations.
Why Fly Into Midway for Downtown Chicago
Our Midway to downtown Chicago car service gets you from the airport to the Loop in one short, private ride.
Midway is about 10 miles from downtown Chicago. O'Hare is farther out on the northwest side. So you spend less time in the car, and the flat fare is lower than the longer trip from O'Hare.
Your Midway pickup is flight tracked, so an early or late landing does not leave you waiting. With meet and greet, your chauffeur waits at baggage claim with a name sign and helps with your bags. If you would rather walk straight out, pick curbside pickup at the arrivals curb.
You pay a flat $99, set when you book. There is no meter, so a slow rush hour in the Loop does not change your fare.
Who books car service from Midway to downtown.
Downtown is our most-booked trip. Here is who rides it.
Offices and Meetings
- Drop-off at your office or meeting
- Arrive on time and ready to work
- Chauffeurs who know the Loop
Downtown Hotel Stays
- Drop-off at your hotel door
- Mag Mile and River North hotels
- Room in the back for big suitcases
Shows, Games and Dinners
- Theatre district shows
- Games and concerts
- Dinner downtown
- No parking to find
- No rideshare surge pricing
The Drive From Midway to the Loop
Here is how the trip from the airport to downtown usually goes.
Most downtown trips take the Stevenson Expressway (I-55) northeast to the Loop. Based on your stop and the time of day, your chauffeur may use city streets through the near South Side. Some trips take DuSable Lake Shore Drive along the lake.
On the way, you will see Willis Tower and the Loop skyline come into view.
- Pickup: at the Midway curb or inside at baggage claim
- Route: usually I-55 to the Loop, or DuSable Lake Shore Drive
- Drop-off: your exact hotel, office, venue or address downtown
- Return: same flat rate from downtown back to Midway
What can change your drive time downtown.
The Loop is close, but the last mile can be slow at busy times.
Rush Hour and Events
- Weekday rush hour on I-55
- Heavier traffic into the Loop
- Games, festivals, marathons and parades
- We build in extra time
Weather and Drop-Off
- Winter snow can slow the roads
- Your chauffeur plans around the weather
- A Mag Mile hotel can take longer to reach than a Loop office
- Share your address for the best timing
What Is Near Your Downtown Drop-Off
Your chauffeur takes you to the door you name. These are common downtown stops.
The Loop
The main business district, with offices, government buildings, theaters and the raised L train tracks.
Millennium Park
Cloud Gate, the Pritzker Pavilion and Maggie Daley Park, right by the lake downtown.
Magnificent Mile
Michigan Avenue shops, big-name stores and many of the city's best-known hotels.
Theatre District
Broadway in Chicago shows and the Loop's historic theaters.
River North
Galleries, restaurants and nightlife just north of the river, close to the Loop.
Union and Ogilvie
The downtown train stations for Metra and Amtrak, if you are traveling on.
Tips for Your Downtown Ride
A few tips for an easy trip into the Loop.
- Book early during big conventions, games and festivals. That is when demand is highest.
- Give us your exact hotel or building name. If it has more than one entrance, tell us which door.
- Big group or lots of bags? A Sprinter van keeps everyone together.
- Landing late at night or flying out early in the morning? We drive 24/7.
Book your downtown ride
Enter your flight number and your hotel or office address, then choose a vehicle. Booking takes a couple of minutes.
Pick From Our 2026 to 2027 Fleet
Most hotel and office trips fit in one SUV. The prices below are hourly. Each vehicle page shows its airport rate.
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 downtown ride is $99 flat in the table below. Hourly rates are there too, if you want the car to stay with you around the Loop.
What is included. The $99 downtown rate is before taxes and gratuity. Both are added when you book. Any extra tip for your driver is up to you.
From River North to your gate
We can drive you to dinner in River North, a show in the Loop, and back to Midway for your flight.
Rides into downtown Chicago.
We drive from Midway to the Loop, River North and the hotels downtown.
Frequently Asked Questions
How much is the ride from Midway to the Loop?
How long does the drive to the Loop take?
Why fly into Midway instead of O'Hare for a downtown trip?
What happens if my flight lands late?
Can you drop me at my hotel on the Magnificent Mile?
Can I keep the car for meetings or a night out downtown?
Can you pick me up downtown for my flight out of Midway?
Where do I meet my chauffeur?
Can you take a group downtown?
Other Popular Midway Trips
Not headed to the Loop? Here are more short rides from Midway.
Reserve Midway to Downtown
Land at Midway and be at your downtown door in 20 to 30 minutes. Book your ride online.