Midway airport car service
Chicago's convenient choice. Quick downtown transfers, late-night arrival coverage and direct hotel and residential drop-offs from Midway International Airport.

Glenside Limousine
Car service from Chicago Midway airport
Midway (MDW) is compact, close to downtown and busiest with Southwest Airlines traffic, which means short taxi lines that disappear after the last late arrival. We cover every Midway arrival, including the ones that land after midnight, with a flat rate that does not move.
From Midway it is 25 minutes to the Loop via I-55 and 35–45 minutes to the western suburbs via I-55 and I-294 or I-355. Our chauffeurs stage in the cell-phone lot and reach the terminal within minutes of your text.
Our premium Midway airport car service includes
- Quick downtown Chicago transfers via I-55 and Lake Shore Drive
- Late-night and early-morning arrival coverage
- Business and leisure transportation to the western, southwest and northwest suburbs
- Direct hotel, residential and McCormick Place drop-offs
Why Choose Us
Why travelers choose Glenside Limo at Midway
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.
Live flight tracking
Every inbound arrival is monitored. Early landing or delayed, your chauffeur adjusts automatically at no charge.
Vetted chauffeurs
Licensed, background-checked professionals who track your flight and handle every bag.
Meet and greet
Curbside pickup or an inside-terminal greeting at baggage claim with a name sign.
Flat rates, no surge
The quote includes tolls, taxes and gratuity. Traffic never changes your price.
Why Choose Us
Midway pickup made simple
One terminal, lower level
All Midway arrivals exit through a single terminal. Curbside pickup is on the lower level outside baggage claim; your chauffeur texts the door.
Inside meet-and-greet
Your chauffeur waits at the bottom of the escalators in baggage claim with a name sign and takes your bags from the carousel.
45-minute grace window
Free wait time from landing on every Midway arrival, with live flight tracking so delays never cost you.
At a Glance
Typical travel times from Midway
| To | Drive time | Recommended vehicle |
|---|---|---|
| Downtown Chicago (Loop / River North) | 20–35 min | Sedan |
| McCormick Place | 15–25 min | Sedan or SUV |
| Oak Brook / Hinsdale / Burr Ridge | 30–40 min | Sedan or SUV |
| Glendale Heights / Lombard / Wheaton | 40–55 min | Sedan or SUV |
| Naperville / Downers Grove | 35–50 min | SUV |
| Orland Park / Tinley Park | 25–35 min | Sedan or SUV |
Glenside VIP Fleet
Vehicles for this service
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.
DiscoverGoogle Reviews
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
Frequently asked questions
Is Midway or O'Hare closer to the western suburbs?
Do you do late-night Midway pickups?
How much is a car service from Midway to downtown?
Can you pick up groups at Midway?
Popular service areas
Local guides with airport drive times and venues for the towns we serve most.
Related services
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