Airports and beyond
Chicago to Milwaukee, WI limo service
Door-to-door chauffeured travel between Chicago, the suburbs and Milwaukee, WI in luxury sedans, SUVs and Mercedes Sprinters.
Glenside Limousine
Glenside Limo in Milwaukee, WI
Milwaukee is ninety miles up I-94 from Chicago: Fiserv Forum, American Family Field, Summerfest and the Third Ward, plus corporate headquarters that Chicago executives visit weekly. A chauffeured sedan, SUV or Sprinter turns the drive into working time or a relaxed start to a weekend.
We run executive transfers between Chicago, the northern suburbs and Milwaukee's downtown offices and hotels (the Pfister, Saint Kate, Kimpton Journeyman), game-day trips for Bucks and Brewers games with direct arena drop-off, group outings to Summerfest and the Harley-Davidson Museum, and transfers to Milwaukee Mitchell International (MKE) when a Milwaukee departure is cheaper or more convenient than O'Hare. Lake Geneva, Kohler and Kenosha are covered on the same route.
- AreaMilwaukee County, Wisconsin
- To O'Hare (ORD)1 h 45 min
- To Midway (MDW)2 h
Our Services
Services available in Milwaukee, WI
Every service is available with flat-rate quotes and live 24/7 dispatch.
Airport limo
Flight-tracked O'Hare and Midway transfers with curbside or inside-terminal meet and greet.
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Corporate limo
Roadshows, client hosting and corporate accounts with consolidated billing.
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Black car service
Private door-to-door rides across Chicagoland in late-model sedans and SUVs.
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Group transportation
Sprinters and minibuses for corporate outings, golf trips and wedding guests.
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Hourly limo rides
Keep a vehicle and chauffeur on standby for multi-stop days and evenings.
DiscoverInterstate services
Door-to-door chauffeured travel to Milwaukee, Indianapolis, Detroit and beyond.
DiscoverLocal Knowledge
Venues and destinations we serve around Milwaukee, WI
- Fiserv Forum and American Family Field
- Summerfest grounds (Henry Maier Festival Park)
- The Pfister Hotel and Saint Kate
- Historic Third Ward
- Milwaukee Mitchell International Airport (MKE)
- Lake Geneva and Kohler (en route)
Don't see your venue? We serve every address in and around Milwaukee, WI. Call (630) 776-9501 and we will confirm pickup points and timing.
Why Choose Us
Why Milwaukee, WI clients choose Glenside Limo
Glenside Limo provides seamless, high-end transportation for executives, corporate groups and private travelers. With an elite fleet of pristine SUVs and dedicated professional chauffeurs, we guarantee punctuality, discretion and absolute comfort on every journey across the Chicago area.
Luxury Fleet
Travel in immaculate, late-model vehicles built for style, space and ultimate comfort.
See FleetProfessional Drivers
Expect punctual, licensed and discreet chauffeurs focused on your schedule, the same driver for your whole trip.
More About UsEasy Reservations
Book your premium ride in seconds through our online booking platform, with 15% off sedans and SUVs.
Book NowPremium Safety
Ride with complete peace of mind in fully insured, inspected vehicles. Flat fares, no surge pricing.
Call NowGlenside VIP Fleet
Vehicles available
Discover a collection of impeccably detailed, late-model executive SUVs and pristine luxury vehicles, built to deliver a quiet cabin and unrivaled roadside presence for corporate travel and milestone events.
Luxury sedans
Tinted, late-model black sedans configured as a mobile office between meetings.
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Luxury SUVs
Escalade, Navigator, Yukon and Suburban with room for luggage and small teams.
DiscoverMercedes Sprinter vans
Executive and limo-style Sprinters with leather seating, Wi-Fi, TVs and a wet bar.
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Voices of the Elite Travellers
Don't just take our word for it. Honest feedback from business leaders, families and event planners who rely on Glenside Limo across Chicago.
★★★★★Adeel is the epitome of a professional driver. Reliable, safe, courteous, and a pleasure to speak with. Would highly recommend him to anyone seeking a professional driver in Chicago.
Austin Green
★★★★★Recently used Glenside Limo for birthday party transportation. Adeel was great in setting everything up. Moe was great in service, the Sprinter was clean and spotless, just what we wanted. Will definitely recommend Glenside Limo to others.
Khaja Kazimuddin
★★★★★Excellent service all around. The person I dealt with during the reservation was very helpful, friendly, and professional. Our driver Paris was extremely helpful and informative. Highly recommended for anyone coming to Chicago.
Quentin Howard
FAQ
Milwaukee, WI: common questions
How long is Chicago to Milwaukee by car service?
Can the chauffeur wait and bring us back the same day?
Do you pick up at Milwaukee Mitchell Airport?
Nearby: Airports and beyond
Dedicated guides for the neighboring towns we serve.
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Reserve your Milwaukee, WI chauffeur
Book sedans and SUVs online in two minutes, or call for Sprinters, limousines, party buses and hourly charters. Dispatch answers 24 hours a day.