Midway Airport Limo Service — Chicago MDW Transportation Guide

Chicago Midway Airport (MDW) — The Basics

Midway is Chicago's second airport, located on the Southwest Side at 5700 S. Cicero Ave. Served by Southwest Airlines almost exclusively (plus a few others), it handles roughly 22 million passengers per year.

Getting to Midway is simpler than O'Hare in terms of terminal layout — there's only one terminal building — but traffic on the Stevenson Expressway (I-55) and Cicero Avenue can be brutal during rush hour.

How Our Midway Pickup Works

For Arrivals (We Pick You Up)

1. We track your flight — if you're delayed, we adjust automatically
2. Text us when you land — we'll confirm your chauffeur's position
3. Claim your bags — we're in the cell phone lot, 2 minutes out
4. Walk to Door 3 or 4 on the lower level — ground transportation area
5. Your driver meets you curbside — look for the Royal Carriage sign

We do not do a meet-and-greet inside Midway (the layout doesn't support it well), but your driver will be outside the correct door within 5 minutes of your call.

For Departures (We Drop You Off)

For departures, we drop at the upper level curbside — departures lane directly in front of the main entrance. Southwest check-in is straight through the main doors. Security lines at Midway are typically faster than O'Hare; plan for 45 minutes before boarding.

Timing Recommendations

Rush hour (7–9 AM, 4–7 PM): Add 25–35 minutes to your estimated drive time from most Chicago neighborhoods. From the Loop, plan 50–60 minutes instead of the usual 25.

Off-peak: 25–35 minutes from the Loop, 40–55 from North Shore suburbs.

Southwest late departures: Southwest frequently has late evening departures. We've seen 10 PM flights run until midnight. We track the actual departure time and adjust your pickup accordingly.

Where We Pick Up From

We service all of Chicagoland for Midway runs:

• Downtown/Loop: 25–30 min drive
• North Shore (Evanston, Wilmette, Winnetka): 50–65 min
• South Suburbs (Oak Lawn, Orland Park): 20–30 min
• West Suburbs (Oak Park, Naperville): 35–50 min

For North Shore or far suburb pickups, book early — driver positioning takes time.

Vehicle Options for Midway Runs

Sedan (1–3 passengers, standard luggage): Most common for solo or couple business travel. Lincoln Continental or similar.

SUV (1–5 passengers, more luggage): Cadillac Escalade or Chevy Suburban. Great for families or anyone with oversized bags.

Van/Shuttle (6–10 passengers): Perfect for corporate groups or family trips where everyone's going to the same address.

Pricing (Flat Rate, No Surge)

We don't publish live rates here because they vary by pickup location, but here's a ballpark:

• From the Loop: $65–$85 one way (sedan), $85–$105 (SUV)
• From Evanston/North Shore: $95–$120 one way (sedan)
• From Oak Park/Berwyn: $55–$75 one way (sedan)

Round-trip discounts available. Get your exact flat rate — takes 60 seconds.

Why Not Rideshare to Midway?

Rideshare at Midway has its own designated lot, but wait times during peak hours run 15–25 minutes. With a private car:

• No waiting: vehicle is staged before you land
• Flat rate: no surge pricing
• Flight tracking: we adjust if your flight is delayed
• Professional driver: CDL-licensed, in uniform

See our full airport car service page for more details on what's included.

Frequently Asked Questions

Can you pick me up at Midway at 5 AM? Yes. We run 24/7, including the very early morning Southwest departures that seem to always leave at 6 AM.

What if my bag takes forever? That's fine — the driver waits. Waiting time is included for a standard grace period after your flight lands.

I'm flying out of both Midway and O'Hare this trip — can you handle both? Absolutely. Separate bookings, same operator. Call (224) 801-3090 and we'll set both up.

Do you do Midway to O'Hare transfers? Yes. We run inter-airport transfers regularly, especially for missed connections. Flat rate, no surprises.

Book Your Midway Ride

Call (224) 801-3090 or request a quote online. We'll confirm vehicle type, exact pickup time, and flat-rate pricing before you hang up.

Also see: O'Hare Airport Limo Guide | All Airport Services