$260
Taxi from Milwaukee WI to Midway Airport
Schedule private airport car service from Milwaukee WI 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 Milwaukee WI
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Flight tracking included for Midway arrivals
Vehicle Options — Milwaukee WI to Midway
Midway to Milwaukee WI Taxi Rates
| Vehicle | Passengers | Midway (MDW) | O'Hare (ORD) |
|---|---|---|---|
| Sedan | Up to 3 | $260 | $195 |
| SUV | Up to 4 | $265 | $200 |
| Minivan | Up to 6 | $275 | $210 |
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 Milwaukee WI
Milwaukee to Midway International Airport is about 100 miles south via I-94 — a longer interstate run from Wisconsin into Chicago's southwest side MDW terminal. For Milwaukee residents whose Southwest Airlines routes serve Midway specifically, a professional driver on a trip of this length makes the travel day significantly easier.
Milwaukee has built a nationally recognized identity around its lakefront, its brewing history and a food scene that has grown well beyond the Friday fish fry — though that tradition is very much intact. The Milwaukee Art Museum's Calatrava addition on the lakefront, the Historic Third Ward's galleries and restaurants, the Milwaukee Public Market and a downtown entertainment district give the city cultural depth that rewards multiple visits. The I-94 south corridor connects Milwaukee toward Midway Airport on Chicago's southwest side.
Learn more about Milwaukee WI on the official municipal website.
Planning an airport trip? Read our complete Milwaukee WI Airport Taxi Guide .
Plan Your Milwaukee WI to Midway Trip
Leave time to spare. Aim to reach Midway about 2 hours before a domestic flight. The drive from Milwaukee WI is usually around 115 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 Milwaukee WI is booked as a new trip and remains subject to driver availability. Full delay and missed-flight policy →
Book Your Ride from Milwaukee WI to Midway
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