$135
Taxi from Waukegan to Midway Airport
Schedule private airport car service from Waukegan to Midway Airport. Flat-rate pricing, scheduled pickups, sedan, SUV and minivan options — same price both ways.
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Scheduled pickup — driver confirmed before your travel day
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Flat fare locked at booking — no surge, no meters
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Return pickup available from Midway directly to Waukegan
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Flight tracking included for Midway arrivals
Vehicle Options — Waukegan to Midway
Midway to Waukegan Taxi Rates
| Vehicle | Passengers | Midway (MDW) | O'Hare (ORD) |
|---|---|---|---|
| Sedan | Up to 3 | $135 | $83 |
| SUV | Up to 4 | $140 | $88 |
| Minivan | Up to 6 | $150 | $98 |
Car seats are $15 each and must be requested when booking. Same-day and last-minute rides are welcome, subject to driver availability. Tipping is not enforced but is highly appreciated.
Arriving at Midway? Here’s Where to Meet Your Driver
Midway has one terminal. After baggage claim, go to the lower-level arrivals curb, Door 2. Your driver's name and vehicle are texted to you the day before your ride.
Midway at a Glance: One terminal · Concourses A, B, C · Southwest's Chicago hub · Usually shorter walks and faster baggage claim than O'Hare.
Explore Waukegan
Waukegan to Midway International Airport covers about 45 miles south via I-94 and the Stevenson Expressway — a full North Shore Lake Michigan city to southwest side MDW run. Southwest Airlines travelers from the North Shore's largest city use this Midway corridor, and your driver handles the complete expressway approach.
Waukegan is the North Shore's largest and most industrially rooted city — a working harbor, a historically significant downtown that is home to the Genesee Theatre, a lakefront park system and a community identity shaped by its connection to Ray Bradbury, who was born here and set some of his most famous work in a fictionalized version of the city. The arts community and harbor district have been the focus of significant revitalization investment. The I-94 south and I-55 Stevenson Expressway corridor connects Waukegan toward Midway Airport.
Learn more about Waukegan on the official municipal website.
Planning an airport trip? Read our complete Waukegan Airport Taxi Guide .
Plan Your Waukegan to Midway Trip
Leave time to spare. Aim to reach Midway about 2 hours before a domestic flight. The drive from Waukegan is usually around 75 minutes, but rush-hour traffic, winter weather, and holiday travel can add time.
Check with your airline. Confirm your flight status, bag-drop deadline, and recommended arrival time before your pickup. Current screening information is available on the Midway TSA page .
Safety first. Your driver follows all traffic laws and cannot make up time lost because of a late start, so select a pickup time that includes a reasonable buffer.
Missed or canceled flight? Call dispatch immediately. Transportation back to Waukegan is booked as a new trip and remains subject to driver availability. Full delay and missed-flight policy →
Book Your Ride from Waukegan to Midway
Need a ride to or from O'Hare? Waukegan to O'Hare O'Hare to Waukegan