Premium MDW Airport Service

Chicago Midway Airport Car Service

Premium airport transfers from Chicago Midway (MDW), the Southwest Airlines hub closest to downtown. Faster transfers, efficient pickups, and luxury vehicles for seamless travel.

Closer to Downtown Than O'Hare
Southwest Airlines Specialists
Real-Time Flight Tracking
Competitive Pricing
(888) 420-0177
5/5 Verified Reviews

Midway Airport Car Service & Chicago Shuttle Transportation

Chicago Midway International Airport (MDW) is the Windy City's original airport and remains a vital hub for travelers who prefer efficiency over O'Hare's sprawl. As a major Southwest Airlines hub - the carrier operates approximately 95% of all flights at Midway - the airport serves millions of business travelers, families, and weekend adventurers who value competitive fares and convenient downtown access.

Located just 10 miles from The Loop on Chicago's Southwest Side, Midway offers significant time savings compared to O'Hare's 17-mile trek. This proximity translates to shorter transfer times, lower costs, and less time sitting in Kennedy Expressway traffic. For business travelers with meetings downtown, Midway can mean the difference between making your 9 AM presentation and missing it entirely.

Our Midway airport car service is tailored to this airport's unique characteristics. The single-terminal design means no confusing inter-terminal trains or long walks between concourses. Our drivers know exactly where to position for the quickest pickup - Door 3 or Door 4 on the arrivals level, just steps from the central baggage claim. This efficiency is particularly valuable for Southwest passengers who prize quick turns.

Understanding Southwest Airlines' operations is crucial for Midway service. Without assigned seating, their boarding process differs from legacy carriers, affecting when passengers actually reach baggage claim. We account for these patterns in our timing. High passenger volume during peak Southwest departure and arrival banks means ground transportation areas can get crowded - our drivers position early to ensure you never wait.

For South Side residents and those heading to neighborhoods like Hyde Park, Bridgeport, Pilsen, or the South Suburbs, Midway is the obvious choice. Our drivers know the Stevenson Expressway, Archer Avenue, and every shortcut through these communities. Convention attendees heading to McCormick Place appreciate that Midway is actually closer than O'Hare, with typical transfer times of 15-25 minutes versus 45-60 from ORD.

Groups traveling together benefit from our Mercedes Sprinter vans, which can accommodate up to 14 passengers with luggage. For trade show teams, wedding parties, or corporate retreats, one Sprinter from Midway is more efficient and cost-effective than multiple sedans or unreliable rideshare coordination.

Car Service Chicago Midway Airport - Terminal Guide

Simple single-terminal design for efficient pickups

A

Concourse A

Southwest Airlines (Gates A1-A18)

Primary Southwest concourse for most domestic flights

Door 3 or Door 4 on arrivals level
B

Concourse B

Southwest Airlines (Gates B1-B22)

Additional Southwest gates and Delta operations

Door 3 or Door 4 on arrivals level
C

Concourse C

Volaris, Frontier, Porter

Low-cost carriers and regional flights

Door 3 or Door 4 on arrivals level

Midway Pickup Instructions

Standard Pickup

  1. Collect your luggage from baggage claim (central location)
  2. Exit through Door 3 or Door 4 to Ground Transportation
  3. Your driver will be holding a sign with your name
  4. They'll assist with luggage and escort you to the vehicle

Meet & Greet

  1. Your chauffeur waits inside at baggage claim
  2. Look for your name sign near the carousels
  3. They'll help collect and carry your bags
  4. Walk together to your waiting vehicle at the curb

Car Service Midway Airport Pricing

Competitive rates reflecting Midway's downtown proximity

Vehicle ClassCapacityTo DowntownTo SuburbsHourly Rate
Executive Sedan
Mercedes-Benz E-Class, BMW 5 Series
Up to 3 passengersFrom $69From $89From $75/hr
Luxury Sedan
Mercedes-Benz S-Class, BMW 7 Series
Up to 3 passengersFrom $89From $109From $95/hr
Premium SUV
Cadillac Escalade, Lincoln Navigator
Up to 6 passengersFrom $109From $129From $115/hr
Sprinter Van
Mercedes-Benz Sprinter
Up to 14 passengersFrom $199From $249From $175/hr
All tolls included
45 min free wait time
Meet & greet available
Free cancellation 24hrs

Car Service from Midway Airport - Drive Times

Faster transfers thanks to Midway's downtown proximity

DestinationOff-PeakRush HourDistance
Downtown / The Loop20-25 min35-50 min10 miles
McCormick Place15-20 min25-40 min8 miles
Hyde Park / U of C20-25 min30-45 min11 miles
Magnificent Mile25-35 min40-55 min13 miles
Oak Lawn / Orland Park15-25 min25-40 min8-12 miles
O'Hare Airport (ORD)35-45 min50-75 min22 miles

* Rush hour defined as 7-9 AM and 4-7 PM weekdays. Midway's South Side location offers alternative routes when highways are congested.

What Our Midway Clients Say

Trusted by Southwest flyers and Chicago travelers

I fly Southwest into Midway every week for customer visits. Detailed Drivers knows the airport perfectly, and their pricing is more reasonable than O'Hare services. The drivers always know the fastest route to my hotel in the Loop.

Catherine D.

Sales Director, Manufacturing

McCormick Place shows mean lots of flights into Midway. Detailed Drivers coordinates our team's arrivals from multiple Southwest flights, getting everyone to the convention center efficiently. Their group coordination is excellent.

Michael B.

Trade Show Manager

Living in Hyde Park, Midway is my airport. Detailed Drivers gets me home in 20 minutes flat, no matter the time. After a long trip, that direct door-to-door service is priceless. Much better than dealing with rideshares.

Jennifer K.

Southside Resident

Why Choose Our Chicago Midway Airport Car Service

The smart choice for travelers who value efficiency and proximity.

Licensed & Insured

All vehicles meet Illinois licensing requirements with full commercial insurance and professional chauffeurs.

Midway Specialists

We know Midway's efficient layout, Southwest's boarding patterns, and the best routes to every Chicago neighborhood.

Flight Tracking

Real-time monitoring of all airlines at Midway, with automatic adjustments for delays.

Southwest Experts

Understanding Southwest's unique operations helps us time pickups perfectly for their high-volume passengers.

Global Network

Book ground transportation in 500+ cities worldwide with one account and consistent service standards.

Better Value

Midway's proximity to downtown means lower transfer costs without sacrificing service quality.