$93
Taxi from Oswego to Midway Airport
Schedule private airport car service from Oswego 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 Oswego
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Flight tracking included for Midway arrivals
Vehicle Options — Oswego to Midway
Midway to Oswego Taxi Rates
| Vehicle | Passengers | Midway (MDW) | O'Hare (ORD) |
|---|---|---|---|
| Sedan | Up to 3 | $93 | $93 |
| SUV | Up to 4 | $98 | $98 |
| Minivan | Up to 6 | $108 | $108 |
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 Oswego
Oswego to Midway International Airport covers about 38 miles via I-88 east or I-55 north into the MDW terminal corridor. Fox River Kendall County travelers on Southwest Airlines use this Midway approach, and your driver confirms the pickup and flat fare before your travel day.
Oswego has grown fast along the Fox River in Kendall County but has kept a connection to its historic downtown and riverfront parks that gives the newer development some roots to hold onto. Hudson Crossing Park on the river is a community gathering point, and shopping along Route 34 handles the practical needs of a population that has roughly tripled in the past two decades. The Fox River itself remains the community's most valuable natural asset. The I-88 east and I-55 north corridor connects Oswego toward Midway Airport.
Learn more about Oswego on the official municipal website.
Planning an airport trip? Read our complete Oswego Airport Taxi Guide .
Plan Your Oswego to Midway Trip
Leave time to spare. Aim to reach Midway about 2 hours before a domestic flight. The drive from Oswego is usually around 60 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 Oswego is booked as a new trip and remains subject to driver availability. Full delay and missed-flight policy →
Book Your Ride from Oswego to Midway
Need a ride to or from O'Hare? Oswego to O'Hare O'Hare to Oswego