North Shore
Limo service in Winnetka
Chauffeured sedans, SUVs, Mercedes Sprinters, stretch limousines and party buses for Winnetka and the surrounding area, 24 hours a day.
Glenside Limousine
Glenside Limo in Winnetka
Winnetka is New Trier High School, the Hubbard Woods and Elm Street shopping districts, Indian Hill Club and lakefront estates on Sheridan Road. Our clients here expect the same chauffeur each time, a car staged early for international departures and total discretion.
Executive and family airport transfers from Winnetka to O'Hare run via Willow or Tower Road to the Edens and take under 35 minutes. New Trier proms and graduations, weddings at the Winnetka Community House, Indian Hill Club and the Skokie Country Club in Glencoe, and evenings at the Chicago Botanic Garden and Ravinia are regular bookings. Corporate clients commuting to the Loop and the Northbrook and Deerfield campuses use our hourly and standing reservations.
- AreaCook County (North Shore)
- To O'Hare (ORD)25–35 min
- To Midway (MDW)55–70 min
Our Services
Services available in Winnetka
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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Black car service
Private door-to-door rides across Chicagoland in late-model sedans and SUVs.
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Corporate limo
Roadshows, client hosting and corporate accounts with consolidated billing.
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Wedding limo
Bridal party limousines, guest shuttles and getaway cars, coordinated with your planner.
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Prom limo service
Safe, parent-approved stretch limos and Sprinters for prom and homecoming.
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Party bus services
Birthdays, bachelor and bachelorette parties, quinceañeras and bar crawls.
DiscoverLocal Knowledge
Venues and destinations we serve around Winnetka
- New Trier High School
- Winnetka Community House
- Indian Hill Club
- Hubbard Woods and Elm Street districts
- Chicago Botanic Garden (Glencoe)
- Skokie Country Club (Glencoe)
Don't see your venue? We serve every address in and around Winnetka. Call (630) 776-9501 and we will confirm pickup points and timing.
Why Choose Us
Why Winnetka 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.
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Mercedes 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
Winnetka: common questions
How long is Winnetka to O'Hare?
Do you handle weddings at the Winnetka Community House?
Do you serve Kenilworth, Glencoe and Northfield?
Nearby: North Shore
Dedicated guides for the neighboring towns we serve.
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Reserve your Winnetka 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.