Midway to Milwaukee Car Service Chauffeured Rides From $199 Door to Door
Midway to Milwaukee car service takes you from Chicago Midway Airport to any address in Milwaukee in one private ride. Your chauffeur drives about 90 miles north on I-94 for a flat $199. On World Series game days, the rate is $400 flat in an SUV.
Milwaukee, WIReserve Your Ride North to Milwaukee
One private ride up I-94, door to door, at a flat price. No rental car and no connecting flight.
Before taxes and gratuity. Your exact total shows before you book.
- Any Milwaukee address, hotel or venue
- Brewers, Bucks and Summerfest rides
- Return ride at the same flat rate
- Flight tracked at Midway
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Midway to Milwaukee car service is a private, chauffeured ride from Chicago Midway International Airport (MDW) to Milwaukee, Wisconsin. The drive takes about 90 minutes in normal traffic and costs $199 flat, door to door.
Riders take it in place of a short connecting flight or a rental car.
A Car From Midway to Milwaukee, Not a Second Flight
Our Midway to Milwaukee car service is for travelers who land at Midway but need to be in Wisconsin. One car takes you the whole way.
A short connecting flight rarely saves time. Once you add check-in, security and the wait at the gate, the drive is often faster. With a car, you leave Midway soon after you land and go straight to your door.
You ride in a clean, comfortable vehicle with a professional chauffeur and room for your bags. You can work, rest or make calls on the way.
The price is a flat $199 each way. There is no meter, so slow traffic on I-94 does not raise your fare.
Midway to Milwaukee for the World Series
The Brewers are in the 2026 World Series, and Milwaukee hosts their home games at American Family Field. On those game days, our Midway to Milwaukee rate is $400 flat in an SUV, each way. For a step-by-step game day plan, see our World Series rides page. For tips and other ways to get there, read our World Series fan guide.
Brewers Home Games
- Game 1: Friday, Oct 23
- Game 2: Saturday, Oct 24
- Game 6: Friday, Oct 30, if needed
- Game 7: Saturday, Oct 31, if needed
- First pitch is 7 p.m. Central
Midway to the Ballpark
- Flight tracked pickup at Midway
- Ride to the ballpark or your hotel
- Plan about 2 hours on game day
Tips for Fans
- Game days fill up fast, so book early.
- Drop-off follows ballpark traffic rules
Who Books Midway to Milwaukee
Most riders on this route come for one of three reasons.
Work Trips
- Meetings in downtown Milwaukee
- Work in a quiet car, not a terminal
- Teams ride together
Games and Festivals
- Brewers and Bucks games
- Summerfest and downtown events
- Drop off near the venue entrance
- No parking to find or pay for
Family and Groups
- Family visits and weddings
- Group trips in one vehicle
- Room for everyone's bags
The Drive From Midway to Milwaukee
It is one simple highway drive north into Wisconsin.
From Midway, your chauffeur takes I-94 north through the north suburbs, crosses the Wisconsin state line and drives into Milwaukee. Our chauffeurs drive this route all year.
- Pickup: your chauffeur meets you at baggage claim with a name sign, or you meet the car at the arrivals curb
- Drive time: about 90 minutes in normal traffic
- Drop-off: any Milwaukee hotel, office, venue or home, at the exact address you add when you book
What Can Slow the Drive to Milwaukee
The route is simple. A few things can add time.
Leaving Chicago
- Rush hour adds time near the city
- Game days and festivals add traffic
- We plan pickup times around it
Weather and Drop-off
- Snow can slow I-94 in winter
- Your chauffeur adjusts the timing
- Your exact stop changes the drive time
Around Milwaukee
Your chauffeur can take you anywhere in the city. These are the stops riders ask for most.
Fiserv Forum
Home of the Milwaukee Bucks and a major downtown concert and event venue.
American Family Field
Home of the Milwaukee Brewers. For World Series game days, see our ballpark ride page.
Summerfest Grounds
Henry Maier Festival Park on the lakefront, host to Summerfest and festival season.
Milwaukee Art Museum
The art museum on the lakefront, known for its big white wings.
Historic Third Ward
A downtown area with restaurants, shops and the Milwaukee Public Market.
Marquette University
The downtown campus, a common stop for visits and events.
Tips for This Route
Keep these in mind when you plan your trip to Milwaukee.
- Book early for Brewers and Bucks games, Summerfest and festival weekends. These dates are busy.
- Going with a group or a tailgate crew? The Mercedes Sprinter van seats up to 14, with room for the coolers.
- Flying home from Midway? Leave Milwaukee early enough for the 90-minute drive plus your time at the airport.
- Book your ride back to Midway when you book the ride up, so both trips are set.
Book in a few minutes
Enter your Midway flight number and your Milwaukee address, then choose a vehicle. You see your total before you book.
Pick From Our 2026 to 2027 Fleet
An SUV works well for a small group on the drive to Milwaukee. For a bigger group, pick the Sprinter van or a coach bus. The rates below are hourly. The Milwaukee flat rate is in the pricing table.
from $135/hrCadillac Escalade
Our top SUV. Seats up to 6 with plenty of room for bags.
View Escaladefrom $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 Milwaukee ride is $199 flat each way, as shown below. Hourly rates are for trips where the car stays with you.
Taxes and gratuity. The prices shown do not include them. Both are added when you book, and any extra tip for your chauffeur is up to you.
Our Rides in Milwaukee
Here are our vehicles in Milwaukee, from the Third Ward to downtown.
Frequently Asked Questions
What does a ride from Midway to Milwaukee cost?
How long does the ride to Milwaukee take?
Is it faster to ride or to take a connecting flight?
What if my flight into Midway is late?
Can our group ride to Milwaukee together?
Can you drop me at a hotel, office or home?
Do you drive fans to the World Series in Milwaukee?
Can I book a very early or very late ride?
Other Long-Distance Trips
Other popular long rides from Midway.
Reserve Midway to Milwaukee
Ride from Midway to your Milwaukee door for a flat $199. Book your ride online now.