Chicago Midway Airport / MDW 24/7 Chauffeured Service / Rides From $95/hr
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Long-Distance Route / MDW to Milwaukee

Midway to Milwaukee Car ServiceFlat $199 door to door

Why connect through a second airport when one private ride gets you there? Midway to Milwaukee is about 90 miles of straight interstate, door to door, from $199.

~90 miles~90 minflat $199
Luxury SUV for Midway to Milwaukee long distance car serviceMilwaukee, WI
In One Line
Midway to Milwaukee car service is a long-distance chauffeured transfer covering about 90 miles from Chicago Midway International Airport to Milwaukee, typically around 90 minutes up I-94, at a flat rate of $199 door to door.

A private, comfortable alternative to a connecting flight or a rental car, ideal for corporate travel between the two cities, Brewers and Bucks games, Summerfest, and family visits.

At a Glance

This Route at a Glance

Approximate distance and drive time; actual time varies with traffic, weather and events. Flat rate is fixed and shown before taxes and gratuity.

~90 mi
Distance
~90 min
Typical Drive
$199 flat
One-Way Rate
6 classes
Vehicle Options
24/7
Availability
Overview

One Private Ride, Not a Second Flight

For a trip this short, a connecting flight rarely saves time once you count check-in, security and the wait.

Milwaukee is about 90 miles north of Midway, a straight shot up I-94. In a private car, that is roughly a 90-minute door-to-door ride, often faster and far less stressful than booking a short connecting flight and doing the airport routine twice.

You get a comfortable cabin, room for luggage, and a professional chauffeur who makes the drive while you work, rest or relax. Arriving at Midway? We flight-track your landing and meet you, then head straight north, no second terminal required.

The rate is a flat $199 door to door, in either direction. Traveling as a group or a team? The Mercedes Sprinter van carries up to 14 with luggage, so everyone rides together for one predictable fare.

Comfortable SUV cabin for the ride from Midway to Milwaukee
The Drive

What the Route Looks Like

A simple, straight interstate run north to Wisconsin.

From Midway, Milwaukee trips take I-94 north through the northern suburbs and across the Wisconsin state line straight into the Milwaukee area. It is an easy, familiar highway route for our chauffeurs in every season.

Your driver drops you at your exact address, whether that is a downtown hotel, an office, a stadium, a festival gate or a home. Share your destination when you book and we route directly to the door.

  • Pickup: curbside or meet and greet at Midway
  • Route: I-94 north, door to door
  • Drop-off: your exact Milwaukee address, hotel, venue or office
  • Groups: Sprinter van keeps teams and tailgates together
Chicago Is Our Backyard

From the Riverwalk to the runway

We know these streets, these expressways and this airport. One chauffeured ride covers the whole city and the Midwest beyond it.

Who Rides This Route

Who Takes This Route

The Chicago to Milwaukee corridor is one of the busiest in the Midwest.

Corporate Travel

Executives and teams moving between the two cities, working in a quiet cabin instead of sitting in a terminal.

Games and Festivals

Brewers and Bucks games, Summerfest and downtown events, dropped right at the gate with no parking hassle.

Family and Groups

Family visits, weddings and group trips, everyone together in one comfortable vehicle.

At the Destination

Around Milwaukee

We drop at your exact address. These are some of the destinations we serve most.

Fiserv Forum

Home of the Milwaukee Bucks and a major downtown concert and event venue.

American Family Field

The Milwaukee Brewers ballpark, an easy drop-off for game days.

Summerfest Grounds

Henry Maier Festival Park on the lakefront, host to Summerfest and festival season.

Milwaukee Art Museum

The lakefront museum with its landmark Calatrava wings.

Historic Third Ward

The downtown district of dining, shops and the Milwaukee Public Market.

Marquette University

The downtown campus, a common destination for visits and events.

The Fleet

A 2025 to 2026 Fleet for Every Airport Ride

From solo executive pickups to full group charters, we match the right vehicle to your party size and luggage. Hourly charter rates shown; airport transfer rates on each vehicle page.

Cadillac Escalade luxury SUV for Midway airport servicefrom $135/hr

Cadillac Escalade

Up to 6Transfer from $$119

Our flagship SUV. A first class arrival with commanding presence and plenty of cargo room.

View Escalade
Lincoln Navigator luxury SUV for Midway airport transfersfrom $100/hr

Lincoln Navigator

Up to 7Transfer from $$109

Premium SUV comfort with a quiet, refined cabin. The sweet spot for executives and travelers.

View Navigator
Mercedes Sprinter van for Midway airport group transportationfrom $160/hr

Mercedes Sprinter Van

Up to 14Transfer from $$149

Move the whole team, family or wedding party in one vehicle, with room for everyone's bags.

View Sprinter
Ford Expedition SUV for Midway airport chauffeur servicefrom $95/hr

Ford Expedition

Up to 7Transfer from $$99

Roomy full size SUV with space for extra luggage. A comfortable, budget friendly choice.

View Expedition
Stretch limousine for Chicago events and Midway airport servicefrom $145/hr

Stretch Limousine

Up to 10Transfer from $$199

The classic stretch for weddings, proms, nights out and milestone celebrations across Chicagoland.

View Stretch Limo
Coach bus for large group transportation from Midway airportfrom $325/hr

Coach Bus

Large groupsCharter by quote

For corporate groups, conventions and events, our coach bus moves everyone together in comfort.

Request a Quote
Plan Your Time

What Affects Your Drive Time

The route is simple, but a few things move the clock.

Leaving Chicago

Getting out of the Chicago area during rush hour adds time before the highway opens up. We plan for it.

Event Weekends

Summerfest, big games and festival weekends raise demand and traffic. Book ahead for these.

Winter Weather

Snow and lake-effect conditions along I-94 can slow the drive. Your chauffeur adjusts the timing.

Your Exact Address

Downtown, the stadium district or a suburb each change the final approach. Share your destination.

Good to Know

Tips for This Route

How to get the most out of a Midway to Milwaukee ride.

  • Book ahead for Brewers and Bucks games, Summerfest and festival weekends, when demand is highest.
  • One private ride is often faster than a connecting flight once you count check-in, security and waiting.
  • Traveling with a group or tailgate crew? A Sprinter van keeps everyone and the coolers together.
  • Arriving at Midway first? Choose meet and greet so your chauffeur is waiting when you land.
  • The flat $199 rate applies both ways, so book your return from Milwaukee at the same time.
  • Give us your exact hotel, office or venue so drop-off is at the right door, not just the area.

Ready when you are

Reserve online in a couple of minutes. Add your pickup, drop-off and any flight details, choose your vehicle, and your chauffeur handles the rest, timed to your schedule.

Rates and Pricing

Midway Limo Service Rates and Pricing

Hourly charter rates and airport transfer flat rates, side by side. Taxes and gratuity are shown at booking, with no surprise meters.

Hourly Charter Rates
Ford ExpeditionLuxury SUV / up to 7from $95/hr
Lincoln NavigatorLuxury SUV / up to 7from $100/hr
Cadillac EscaladeFlagship SUV / up to 6from $135/hr
Stretch LimousineEvents / up to 10from $145/hr
Mercedes Sprinter VanGroup Van / up to 14from $160/hr
Coach BusLarge Groupsfrom $325/hr
Airport Transfer, Flat Rate
Midway to Downtown ChicagoThe Loopfrom $99
Midway to McCormick PlaceConventionsfrom $99
Midway to O'Hare AirportAirport Transferfrom $99
Midway to MilwaukeeLong Distancefrom $199
Midway to IndianapolisLong Distancefrom $299

What is included. Starting rates are shown before taxes and gratuity. Applicable taxes and gratuity are added at booking, and any additional tip for your chauffeur is optional.

On the Ground

Chicago and Midway, Covered

From the Riverwalk and Navy Pier to the Midway terminal, we run every ride in between.

Why Choose Us

Why Choose Midway Limo Service

Flight-tracked pickups

Real time monitoring on every arrival, with wait time built in for delays and early landings.

Up-front pricing

Clear starting rates with taxes and gratuity shown at booking. No surprise meters or hidden fees.

Professional chauffeurs

Courteous, background checked drivers who know Chicago traffic and get you there smoothly.

Midwest-wide reach

Milwaukee, Indianapolis, Notre Dame, Lake Geneva and beyond, door to door in one ride.

Meet and greet ready

Choose curbside or an in terminal greeting at baggage claim with luggage assistance.

Available 24/7

A red eye landing or a 5 a.m. departure, we run around the clock so your schedule always works.

Questions

Frequently Asked Questions

How much is car service from Midway to Milwaukee?
The flat rate is $199 door to door for a Midway to Milwaukee transfer, in either direction. Taxes and gratuity are added at booking.
How long is the drive from Midway to Milwaukee?
It is about 90 miles and roughly 90 minutes up I-94, depending on traffic leaving Chicago and the weather.
Is a private ride better than a connecting flight?
For a trip this short, a private ride is often faster and less stressful once you count a second check-in, security and the wait, and it takes you door to door.
Do you track my flight before the Milwaukee drive?
Yes. If you are arriving at Midway, we flight-track your landing and meet you, then head straight to Milwaukee with no second airport.
Can you take a group to a game or festival?
Yes. The Mercedes Sprinter van seats up to 14 with luggage, so your group, and any tailgate gear, travels together for one flat fare.
Will you drop me at my exact Milwaukee address?
Yes. We drop at your specific hotel, office, stadium, festival gate or home. Share the destination when you book.
Is the fare flat or metered?
It is a flat $199 door to door. There is no meter, so traffic does not raise your fare.
Can I book a round trip to and from Milwaukee?
Yes. The same flat $199 applies each way, and many travelers book both legs at once.
What vehicles are available for this route?
You can choose a luxury SUV such as the Escalade or Navigator, a Ford Expedition, or a Mercedes Sprinter van for groups.
Do you serve Milwaukee events like Summerfest and Brewers games?
Yes. Game days and festival weekends are among our most popular Milwaukee trips. Book ahead for these busy dates.
Is the service available late at night or early morning?
Yes. We operate 24/7, so early departures and late returns between Midway and Milwaukee are covered.
How do I reserve a Midway to Milwaukee ride?
Reserve online in a few minutes. Enter your pickup, your Milwaukee destination, any flight details and your vehicle choice, and your chauffeur handles the drive.
Ready When You Are

Reserve Midway to Milwaukee

One private ride, flat $199 door to door, no connecting flight. Book your Milwaukee transfer now.

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