Chicago ⇄ Milwaukee · from $316 · 24/7
Milwaukee to Chicago Car Service, and Back
Private chauffeured rides between Milwaukee and Chicago in either direction — to catch a flight at O’Hare, for a meeting downtown, or for a game, a concert or a night out in Milwaukee. One driver, one vehicle, door to door, and the full price before you book. Enter your trip below for the exact price.
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Milwaukee ⇄ Chicago Prices
One way, for the whole vehicle, all-inclusive (gratuity, tolls and taxes), either direction. Your exact price shows in the form above and is fixed for the trip as booked. Sprinters and larger groups are priced on request.
- Available 24/7
- Price Before You Book
- Door to Door
- Licensed & Insured
Between Milwaukee and Chicago Without the Drive
The 90 miles on I-94 are easy on a map and tiring in real life: the Edens and the Tri-State at rush hour, airport parking, a rental car to return. Our Milwaukee to Chicago car service puts a professional chauffeur at your door in Milwaukee, Racine or Kenosha and takes you straight to your O’Hare terminal, Midway, or an address in downtown Chicago. The other way works the same: our Chicago to Milwaukee car service picks you up anywhere in Chicagoland and drops you in downtown Milwaukee, at Mitchell Airport (MKE), or at your hotel. For a discreet sedan on a business trip, this is our Milwaukee to Chicago black car service too. It is part of our long-distance and interstate service; for the airport side see our O’Hare limo service.
Why Ride With Us
A Better Way to Cross the State Line
No driving, no parking, no rental return. Just a chauffeur who knows the road and gets you there relaxed.
Straight to Your Flight
Many Milwaukee travelers fly from O’Hare. We take you to your terminal, track your return flight, and meet you when you land.
Price Before You Book
You see the full price for the whole vehicle before you confirm. No meter, no surge, no surprise fees.
Room for Everyone
A sedan for one or two, an SUV for a family with luggage, a Sprinter for a team or a group.
Door to Door
From your home or hotel to the exact address you need, in either city. No transfers, no second ride to arrange.
Every Reason to Make the Trip
Made for the Milwaukee and Chicago Run
- O’Hare Flights
- Midway Flights
- Mitchell Airport (MKE)
- Business Meetings
- Bucks and Brewers Games
- Concerts and Summerfest
- Weddings
- Family Visits
Airport Runs
Milwaukee to O’Hare or Midway for your flight, and back home when you land. We track the flight and adjust the pickup for delays.
Business Trips
Work on the way to a meeting downtown or a client in the suburbs, and get back the same day without touching the wheel.
Games and Concerts
Fiserv Forum, American Family Field, Summerfest or a show in Chicago. Your chauffeur handles the traffic and the parking.
Weddings and Family Events
Bring the family to a wedding, a graduation or a reunion in the other city, all in one vehicle.
Milwaukee ⇄ Chicago
Every Pickup on Both Sides of the Line
About 90 miles between downtown Milwaukee and downtown Chicago on I-94, usually an hour and a half depending on traffic. We pick up and drop off anywhere in the Milwaukee area, Racine and Kenosha, and anywhere in Chicago and the suburbs, including both airports.
- Downtown Milwaukee
- Milwaukee Mitchell Airport (MKE)
- Third Ward
- Fiserv Forum
- Wauwatosa
- Racine
- Kenosha
- Pleasant Prairie
- Chicago O’Hare (ORD)
- Chicago Midway (MDW)
- Downtown Chicago
- North Shore
Milwaukee to Chicago Car Service
Most of our Milwaukee riders are going to O’Hare. Flights from Chicago go to more places and leave more often, and a chauffeured ride to the terminal beats parking for a week or asking a friend for a 4 AM lift. Your chauffeur meets you at the door, loads the bags, and drops you at the right terminal with time to spare.
Going the other way? Our Chicago to Milwaukee car service is just as simple. We pick you up at home, at the office, at your hotel, or when you land at O’Hare, and drive you to downtown Milwaukee, the Third Ward, a game at Fiserv Forum, or your hotel by the lake.
You pick the vehicle: a luxury sedan for one or two travelers, an SUV for a family and their luggage, or a Sprinter for a team or a wedding party. The price you see when you book is the price you pay, for the whole vehicle.
Book online in under a minute for your instant price, or call our team at any hour. For a round trip, book each direction and we time the return to your flight or your day.
Why Ride Between Milwaukee and Chicago With Us
For more than 20 years, Chicago Limos Inn has driven travelers to and from O’Hare, Midway and beyond the city. The Milwaukee run is one of our most requested long-distance trips, and we treat it like any airport ride: on time, tracked, and confirmed in advance.
No rental car, no tolls to figure out, no airport parking. Just a clean vehicle, a chauffeur who knows I-94, and a price you saw before you booked.
What Every Milwaukee Ride Includes
- ✓Price before you book. The full price for the whole vehicle is shown before you confirm. No hidden fees.
- ✓Flight tracking. For O’Hare, Midway and MKE pickups we follow your flight and adjust the time for delays.
- ✓Professional chauffeurs. Background-checked drivers who know the I-94 route and both downtowns.
- ✓Sedans to Sprinters. The right vehicle for one traveler, a family with luggage, or a whole team.
- ✓Both directions, 24/7. Milwaukee to Chicago or Chicago to Milwaukee, day or night, every day of the year.
- ✓Licensed and insured. Fully licensed and insured, with upfront pricing on every trip.
FAQ
Milwaukee to Chicago Car Service: Common Questions
How far is Milwaukee from Chicago, and how long is the ride?
Downtown Milwaukee is about 90 miles from downtown Chicago on I-94, usually about an hour and a half. Rush hour on the Edens or the Tri-State can add time, so for a flight we plan the pickup with a buffer.
Can you take me from Milwaukee to O’Hare for a flight?
Yes, it is our most requested Milwaukee trip. We pick you up at home or at your hotel and drop you at your O’Hare terminal. For the return, we track your flight and meet you when you land.
How much is a car service from Milwaukee to Chicago?
One way and all-inclusive (gratuity, tolls and taxes), a luxury sedan between Milwaukee and Chicago starts at $316 and an SUV at $346, for the whole vehicle. Enter your exact addresses in the booking form above for your price; it is fixed for the trip as booked, and only a change you make later is re-priced. Sprinters and larger groups are priced on request.
Do you also drive from Chicago to Milwaukee?
Yes. We run the route in both directions: from anywhere in Chicagoland or from O’Hare and Midway to downtown Milwaukee, Mitchell Airport (MKE), Racine, Kenosha or your hotel.
Can you take a group or a team?
Yes. Besides sedans and SUVs we run Sprinters and larger vehicles for teams, wedding parties and family groups. Tell us how many people and how much luggage, and we will match the vehicle.
Explore Related Services
Beyond the Milwaukee and Chicago run, Chicago Limos Inn provides chauffeured transportation across Chicago and the Midwest.
Milwaukee ⇄ Chicago · Both Ways · 24/7
Milwaukee to Chicago, Without the Drive.
Reserve your ride in seconds. One all-inclusive price, a professional chauffeur, and a relaxed trip in either direction.
Price before you book · Door to door · Licensed & insured
Before you book
Everything you need to ride with confidence
Still deciding? Here’s how booking works, what it costs, and what other riders say.