Madison to Midway limo — chauffeur at the car door for an airport transfer

Madison to Midway is the long-haul south-side route of Pharaoh’s Transportation’ airport division — flat-rate, flight-tracked rides from the Madison area to Chicago Midway International Airport (MDW), roughly 160 miles. From $299, a professional chauffeur collects you at your Madison-area door, tracks your flight, and delivers you to Midway’s single-terminal curb — the low-stress way to catch a Southwest flight without the long drive and airport parking.

Why Choose Madison to Midway

Midway is nearly three hours from Madison, so hand the wheel to a professional. We track your flight and I-90/I-55 conditions, giving you a calm, productive trip instead of a marathon drive — operated end to end by Pharaoh’s Transportation.

Flat Rate from $299

Sedans from $299 and SUVs from $349 to Midway, locked when you book.

  • No meter, no surge on the long haul.

Professional Chauffeurs

Seasoned drivers who run the Madison–Chicago corridor and know Midway’s single terminal.

  • Corridor-savvy and punctual.

Flight-Tracked Departures

We monitor your Southwest or budget-carrier flight and buffer for I-55 traffic.

  • Live flight monitoring.

Door to Terminal

Curbside pickup across the Madison area, drop at Midway’s single-terminal entrance.

  • Home, office, or campus pickup.
Luxury car for a Madison to Midway airport transfer
Loading luggage for a Madison to Midway ride
Chauffeur at Chicago Midway for a Madison to Midway drop-off

Premium Comfort from Madison to Midway

For a 160-mile run you deserve a real cabin: plush leather, climate control, generous legroom, and space for a week of luggage. Work, call, or rest — from your Madison pickup to the MDW curb, the drive is the easy part.

Door-to-Door Pickup

Curbside pickup anywhere in the Madison area.

Easy Online Booking
Transparent Flat Rates

From $299 to Midway, no hidden fees.

Midway Single Terminal

Straight to the MDW departures curb.

24/7 Availability

Round-the-clock rides for any flight time.

Groups & Corporate

Sprinters up to 14 for teams and families.

From your Madison doorstep to the Midway curb, Madison to Midway pairs professional chauffeurs with the immaculate Pharaoh’s Transportation fleet. Flying O’Hare instead? See Madison to O’Hare, or book your Midway ride today.

Madison to Midway Limo FAQs

Flat rates start at $299 for a sedan and $349 for an SUV, set when you book — no meter, no surge, even on the ~160-mile run. Groups ride in a Sprinter for one flat rate.

Because it’s nearly a 3-hour drive, we usually pick up about 5 hours before a domestic departure. Share your flight number and we’ll set the exact time.

Yes — 24/7 dispatch monitors your Midway departure and adjusts for delays before they become a problem.

About two and three-quarter hours via I-90 and I-55, depending on Chicago-area traffic. We build in buffer so you’re never rushed.

Anywhere in the greater Madison area — downtown, the UW campus, Middleton, Fitchburg, Sun Prairie and nearby.

Yes. Madison to Midway is served by Pharaoh’s Transportation’ dedicated airport division — same team, fleet, and chauffeurs.