$113
Taxi from Highland Park to Midway Airport
Schedule private airport car service from Highland Park 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 Highland Park
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Flight tracking included for Midway arrivals
Vehicle Options — Highland Park to Midway
Midway to Highland Park Taxi Rates
| Vehicle | Passengers | Midway (MDW) | O'Hare (ORD) |
|---|---|---|---|
| Sedan | Up to 3 | $113 | $75 |
| SUV | Up to 4 | $118 | $80 |
| Minivan | Up to 6 | $128 | $90 |
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 Highland Park
Highland Park to Midway covers about 35 miles south via I-94 and I-90/94 connecting to I-55 into the MDW terminal. North Shore residents flying Southwest Airlines use this Midway corridor regularly, and your driver handles the full run from your Highland Park address to 55th Street.
Highland Park earns its North Shore reputation through a combination that is hard to replicate — Ravinia Festival brings world-class music to an outdoor setting every summer, Rosewood Beach and other lakefront parks give residents genuine Lake Michigan access and a downtown with restaurants, galleries and independent shops gives the city a cultural life that extends well beyond the festival season. The I-94 south and I-55 Stevenson Expressway corridor connects Highland Park toward Midway Airport.
Learn more about Highland Park on the official municipal website.
Plan Your Highland Park to Midway Trip
Leave time to spare. Aim to reach Midway about 2 hours before a domestic flight. The drive from Highland Park is usually around 65 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 Highland Park is booked as a new trip and remains subject to driver availability. Full delay and missed-flight policy →
Book Your Ride from Highland Park to Midway
Need a ride to or from O'Hare? Highland Park to O'Hare O'Hare to Highland Park