
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.



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.





