Concourse A
One of the three connected concourses, serving Southwest along with other carriers, with dining and amenities.
MDW Airport Transfers
Midway Car Service MilwaukeeFlat-Rate MDW Transfers, Tolls Included, Flight Tracked
Milwaukee to Midway car service that makes the southwest-side airport simple. A professional chauffeur drives you door to door at a flat rate, tolls included, with flight tracking and meet and greet at Chicago Midway.
~95 mi door to door
~1h50 typical
Tolls included
Mercedes-Benz S-Class
Cadillac Escalade
Chevrolet SuburbanThe Easy Airport, the Easy Drive
Milwaukee to Midway Car Service
Midway is the Chicago airport a lot of travelers prefer: compact, easy to navigate, and home base for Southwest. The one hurdle is that it sits on the far southwest side of the city, which makes the drive a bit longer than O'Hare, and a lot more pleasant from the back seat.
We collect you at home or the office, run I-94 and the Tri-State Tollway, and bring you to the Midway terminal with time to spare. For arrivals, we track your flight and meet you inside. One flat rate, tolls included, in both directions.
- Flight tracking and meet and greet
- Flat rate with tolls included
- One simple, walkable terminal
- 24/7 for early and late flights
Midway at a Glance
Airport codeMDW
Distance from Milwaukee~95 miles
Typical drive time~1 hour 50 min
RouteI-94 to I-294 to I-55
Address5700 S Cicero Ave
Layout1 terminal, 3 concourses
ConcoursesA, B, and C
Main airlineSouthwest
TollsIncluded in your rate
Simple by Design
One Terminal, Three Concourses
Midway is refreshingly straightforward: a single terminal, one central security checkpoint, and three connected concourses you can walk between, all behind a pedestrian bridge over Cicero Avenue.
Concourse B
The largest concourse and the heart of Southwest's operation at Midway, with the most gates and traffic.
Concourse C
The smallest concourse, serving a mix of carriers, easily reached on foot through the central market.
All three concourses connect after one security checkpoint, so getting around Midway is quick. We confirm your details from your flight before pickup.
The Drive We Know
South to MDW
Midway sits on the southwest side of Chicago, at 55th and Cicero, so the trip runs a little farther than O'Hare. We take I-94 South from Milwaukee, past Racine and Kenosha, onto the I-294 Tri-State Tollway, then connect via I-55, the Stevenson Expressway, and Cicero Avenue into the airport.
Our chauffeurs read the day's traffic, the tollway, the Stevenson, and the approach on Cicero, and time the pickup so you reach Midway calm and early, even during the busy Southwest departure banks.
Book your transfer- Start: your door in MilwaukeeOnto I-94 South out of the metro.
- Through Racine & KenoshaSouth to the Illinois state line.
- I-294 to I-55Tri-State Tollway to the Stevenson Expressway.
- Cicero Ave into MDWDirect to the terminal curb.
Make the southwest-side run simple.Flat-rate, flight-tracked car service to Midway.
Why Travelers Choose Us
Everything an Airport Run Should Be
The details that turn a long drive into the easy part of the trip.
Flight Tracking
We watch your flight and adjust the pickup for early or late arrivals.
Meet & Greet
Your chauffeur can meet you inside at baggage claim and help with bags.
Southwest Travelers
The go-to ride for Milwaukee flyers using Southwest's biggest base.
Room for Luggage
SUVs and the Sprinter for families, teams, and plenty of bags.
Early & Late Flights
24/7 service for the first departure and the last arrival home.
Business Travel
Reliable airport runs for executives, billed to a corporate account if you like.
Learn moreTransparent Pricing
Milwaukee to Midway Rates
Flat, all-inclusive one-way rates with tolls included and no surge, the same in both directions.
Flat Rates to Midway (MDW), tolls included
| Vehicle | Best for | One-way rate | Capacity |
|---|---|---|---|
| Mercedes-Benz S-Class | Solo & pairs | from $205 | Up to 3 |
| Luxury SUV (Escalade / Navigator) | Groups with luggage | from $245 | Up to 6 |
| Chevrolet Suburban | Extra luggage | from $245 | Up to 7 |
| Mercedes-Benz Sprinter | Larger groups | from $340 | Up to 14 |
Starting one-way prices with tolls included. Round-trip and reverse trips from Midway to Milwaukee are the same flat rate. Request a quote for your exact pickup.
We will be there when you land.Flight-tracked pickups and a flat rate back to Milwaukee.
The Fleet
The Right Vehicle for the Airport
Comfortable, late-model vehicles with room for travelers and luggage alike.
Executive Sedan
Luxury SUV
Luxury SUV
Premium SUV
Executive Van
Why Ride With Us
The Midway Transfer Difference
Tolls Included, No Surge
One flat rate covers the Illinois tollway and the whole trip, quoted up front.
Flight Tracking
We watch your flight and adjust for early or delayed arrivals at no extra charge.
Meet & Greet
A chauffeur waiting at baggage claim, ready to help with your bags.
Chauffeurs Who Know the Route
Drivers who run I-94, the tollway, and the Stevenson daily.
The Easy Airport
One terminal and a quick walk to the gate make Midway a breeze.
Available 24/7
The earliest departures and the latest arrivals, any day of the week.
Where We Pick Up
Midway Transfers From Across Southeast Wisconsin
We collect from Milwaukee and the suburbs for the run to MDW.
How It Works
Booking Takes Two Minutes
Four simple steps from request to ride. No app, no surge, no surprises.
Step 1
Share your flight
Your pickup, your flight, and the time, and we quote a flat rate.
Step 2
We confirm
We lock in your vehicle and any return pickup.
Step 3
Meet your chauffeur
Your driver arrives early, or meets your flight on arrival.
Step 4
Travel easy
Reach your gate or your door relaxed and on time.
Questions
Milwaukee to Midway FAQs
How much is car service from Milwaukee to Midway? +
Flat one-way rates start at $205 for a sedan and $245 for an SUV, with tolls included. The Mercedes-Benz Sprinter is available for larger groups. Every rate is all-inclusive with no surge, the same in both directions.
How long is the drive from Milwaukee to Midway? +
Door to door, Midway is about 1 hour 50 minutes from Milwaukee via I-94 South and the Tri-State Tollway in normal traffic. Midway sits on the southwest side, so it usually runs a little longer than O'Hare.
What is the distance from Milwaukee to Midway? +
Midway is about 95 miles from Milwaukee, on the southwest side of Chicago at 5700 South Cicero Avenue, a bit farther than O'Hare because it sits south of the city.
What route do you take to Midway? +
We take I-94 South to the I-294 Tri-State Tollway, then connect via I-55, the Stevenson Expressway, and Cicero Avenue to the Midway terminal. Our chauffeurs adjust for traffic on the day.
Are tolls included in the Midway price? +
Yes. There are no tolls in Wisconsin, and the Illinois tollway charges are included in your flat rate, so the quoted price is the price you pay.
Do you track my flight to Midway? +
Yes. For arrivals, we track your flight and adjust the pickup if it lands early or late, with no extra charge for normal delays, and we offer meet and greet inside the terminal.
Where do you pick up at Midway? +
Midway has a single terminal, so pickups are simple. We meet you on the lower level at baggage claim and ground transportation, and your chauffeur can help with your bags.
Is Midway easier to use than O'Hare? +
Many travelers think so. Midway is compact, with one terminal and three connected concourses behind a single security checkpoint, so it is quick to get in and out.
Does Midway serve Southwest flights? +
Yes. Midway is Southwest Airlines' largest base in the country, handling the vast majority of the airport's flights, along with Delta, Frontier, and a few other carriers.
Do you offer round trips and return pickups from Midway? +
Yes. We handle one-way and round trips, and we will meet your return flight at Midway to bring you back to Milwaukee, with the same flat rate.
Can you do early morning and late night Midway runs? +
Yes. We operate 24/7 for the earliest departures and the latest arrivals, any day of the week.
What vehicles are available for Midway transfers? +
The Mercedes-Benz S-Class sedan for solo and pairs, the Escalade, Navigator, and Suburban SUVs for groups and luggage, and the Mercedes-Benz Sprinter for up to 14.
How do I book Milwaukee to Midway car service? +
Call or text 708 289 0488, email us, or use the Book Now page with your pickup, flight, and time. We confirm your vehicle and a flat, all-inclusive price up front.
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Book Milwaukee to Midway Car Service
Flat, all-inclusive pricing with tolls included, flight tracking, and meet and greet. Reach our 24/7 dispatch and we will match the right vehicle to your trip.
708 289 048824/7 dispatch
info@milwaukeelimoservice.coEmail us anytime
~95 mi, ~1h50One terminal, tolls included