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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.

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Black sedan providing door-to-door black car service in Chicago

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
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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

ToDrive timeRecommended vehicle
Downtown Chicago (Loop / River North)20–35 minSedan
McCormick Place15–25 minSedan or SUV
Oak Brook / Hinsdale / Burr Ridge30–40 minSedan or SUV
Glendale Heights / Lombard / Wheaton40–55 minSedan or SUV
Naperville / Downers Grove35–50 minSUV
Orland Park / Tinley Park25–35 minSedan or SUV

Google 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.

4.9★★★★★
15 Google reviews
Verified on Google
★★★★★

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?
O'Hare is closer to DuPage County's northern towns (Glendale Heights, Lombard, Elmhurst); Midway is comparable or faster for Naperville, Downers Grove, Hinsdale and the southwest suburbs via I-55.
Do you do late-night Midway pickups?
Yes. Dispatch and chauffeurs run 24 hours, and late Southwest arrivals are some of our most common Midway bookings.
How much is a car service from Midway to downtown?
A flat rate by vehicle class including tolls, taxes and gratuity. Book online for the exact price and a 15% sedan and SUV discount.
Can you pick up groups at Midway?
Yes. Luxury SUVs seat up to 6–7 and Mercedes Sprinters seat 14 with luggage.

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Your Prestige Ride Awaits You

Book sedans and SUVs online in two minutes, or call for Sprinters, limousines, party buses and hourly charters. Dispatch answers 24 hours a day.

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