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Southwest Moves to Midway

Southwest Airlines is consolidating all Chicago operations at Midway effective June 4, 2026. New airport, new route — book your car service now. Midway transfers from $65.

Cadillac Escalade SUV for Southwest Midway Transfer — Royal Carriage Chicago chauffeur

Midway Car Service Options

Midway Airport Transfers

Downtown, suburbs, or McCormick Place to/from Midway. Sedan from $65, SUV from $95. Flight tracking and curbside pickup.

O'Hare to Midway Transfer

Connecting flights across airports? We handle inter-airport transfers starting at $95. Plenty of time built in for traffic.

Corporate Accounts

Frequent Southwest flyers get a corporate account with monthly billing, dedicated drivers, and priority scheduling. No per-trip booking.

Southwest Midway Questions

When does Southwest move to Midway?

Southwest Airlines consolidates all Chicago operations at Midway Airport effective June 4, 2026. If you previously flew Southwest out of O'Hare, your flights will now depart from Midway.

How much is a car from downtown to Midway?

Sedan service from the Loop or Magnificent Mile to Midway starts at $65. SUVs for families or groups with luggage start at $95. Flat rates, no surge.

Can you transfer me between O'Hare and Midway?

Yes. If your itinerary has you landing at O'Hare on one airline and departing Midway on Southwest (or vice versa), we do inter-airport transfers starting at $95 by sedan.

Do you offer corporate accounts for frequent Southwest flyers?

Absolutely. We set up corporate accounts with monthly invoicing. Regular Midway travelers get a dedicated driver and priority scheduling. No per-trip booking hassle.

New Airport, Same Great Service

Southwest at Midway starting June 4. Book your car service before the rush.

Questions? Contact us — corporate accounts available.

What Our Customers Say

★★★★★

MDW pickup at 4:15 AM, Cadillac CT6, driver had a bottle of water and the heat already cranked because it was 14°. That kind of thinking-ahead is what you're paying for.

Karen S. · Midway weekly traveler

★★★★★

Royal Carriage tracks my Thursday return flight automatically. When it delays — which happens often — the driver is there when I actually land, not when the original gate said. Two years of weekly O'Hare runs, never once stranded.

Dr. M. Reyes · Hinsdale

Lock Your Chicago Airport Transfer

ORD + MDW flat-rate from $79 · No surge · Flight-tracked · 24/7

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