Premium airport transfers from Chicago Midway (MDW), the Southwest Airlines hub closest to downtown. Faster transfers, efficient pickups, and luxury vehicles for seamless travel.
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.
Simple single-terminal design for efficient pickups
Southwest Airlines (Gates A1-A18)
Primary Southwest concourse for most domestic flights
Southwest Airlines (Gates B1-B22)
Additional Southwest gates and Delta operations
Volaris, Frontier, Porter
Low-cost carriers and regional flights
Competitive rates reflecting Midway's downtown proximity
| Vehicle Class | Capacity | To Downtown | To Suburbs | Hourly Rate |
|---|---|---|---|---|
Executive Sedan Mercedes-Benz E-Class, BMW 5 Series | Up to 3 passengers | From $69 | From $89 | From $75/hr |
Luxury Sedan Mercedes-Benz S-Class, BMW 7 Series | Up to 3 passengers | From $89 | From $109 | From $95/hr |
Premium SUV Cadillac Escalade, Lincoln Navigator | Up to 6 passengers | From $109 | From $129 | From $115/hr |
Sprinter Van Mercedes-Benz Sprinter | Up to 14 passengers | From $199 | From $249 | From $175/hr |
Faster transfers thanks to Midway's downtown proximity
| Destination | Off-Peak | Rush Hour | Distance |
|---|---|---|---|
| Downtown / The Loop | 20-25 min | 35-50 min | 10 miles |
| McCormick Place | 15-20 min | 25-40 min | 8 miles |
| Hyde Park / U of C | 20-25 min | 30-45 min | 11 miles |
| Magnificent Mile | 25-35 min | 40-55 min | 13 miles |
| Oak Lawn / Orland Park | 15-25 min | 25-40 min | 8-12 miles |
| O'Hare Airport (ORD) | 35-45 min | 50-75 min | 22 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.
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
The smart choice for travelers who value efficiency and proximity.
All vehicles meet Illinois licensing requirements with full commercial insurance and professional chauffeurs.
We know Midway's efficient layout, Southwest's boarding patterns, and the best routes to every Chicago neighborhood.
Real-time monitoring of all airlines at Midway, with automatic adjustments for delays.
Understanding Southwest's unique operations helps us time pickups perfectly for their high-volume passengers.
Book ground transportation in 500+ cities worldwide with one account and consistent service standards.
Midway's proximity to downtown means lower transfer costs without sacrificing service quality.
Complete transportation solutions throughout Chicagoland
BACKED BY WORLD CLASS BRANDS
Preferred choice for assistants, planners, and travel managers who need it done right.
Common questions about our MDW airport transfer service