
The South Side's quickest path between the gate and downtown. Flat-rate pricing, no surge, with real-time flight tracking and a chauffeur waiting when you land—24/7 at Chicago Midway.
Tucked into Chicago's South Side in the Clearing neighborhood, Midway International is the city's compact, no-fuss airport—and that's exactly what makes it great. One terminal, three concourses, and barely 10 miles to the Loop.
Where O'Hare sprawls, Midway keeps things tight and quick. That means shorter walks, faster pickups, and a downtown transfer that can take as little as 20 minutes. We build our whole Midway service around that speed: your chauffeur is staged and tracking your flight, so the moment you clear the single baggage-claim level, you're on your way.
As the longtime Chicago home of Southwest Airlines, Midway draws a steady stream of business and leisure flyers—and it's the natural gateway for the South and Southwest suburbs. Whether you're headed downtown or out to Orland Park, we've got the fastest flat-rate route.

No inter-terminal shuttles, no confusion. Midway runs from a single terminal with three connected concourses—just tell us your airline and flight number.
Primarily Southwest Airlines gates. Midway is one of Southwest's largest operations nationwide, so most travelers here pass through Concourse A.
The largest concourse and the heart of the terminal, with additional Southwest service plus shops and dining in the central rotunda.
Home to Delta and other carriers serving Midway. Compact and quick to reach from the main terminal building.
One central baggage-claim level keeps arrivals simple. We meet you here with a name sign, or wherever's most convenient curbside.
Midway's compact footprint is its advantage—shorter walks, quicker exits, and an easy meetup every time. Airlines occasionally adjust concourses, so we go by your flight number.
Midway's small footprint means less waiting and walking. Here's how an arrival works with us.
Share your flight number when you book. We watch it in real time and time your pickup to your actual landing—delays and early arrivals included.
With one terminal and one baggage-claim level, finding each other is effortless. Your chauffeur greets you with a name sign and grabs your bags.
Hop in and you're often at your Loop hotel in 20 minutes. The flat rate you booked is exactly what you pay—nothing added.
The details that make a Midway pickup painless—spelled out before you fly.
Complimentary wait time of up to 60 minutes from your actual landing. Midway is almost all domestic, so you'll rarely need it—but it's there.
We follow Southwest, Delta, and every carrier in real time, adjusting automatically for the schedule shuffles low-cost routes sometimes bring.
Grocery run, office swing-by, or a second pickup on the South Side? Add stops at booking for a clear flat add-on—never a running meter.
Midway's compact arrivals level makes curbside pickup genuinely quick. Prefer an inside meet & greet? Just say so when you book.
Because Midway is close and easy, we can often pick up a little later than an O'Hare run—while still getting you there with comfortable margin.
Chicago snow won't spike your fare. Your flat rate holds through every storm, and our chauffeurs know the South Side routes cold.
Midway is close to downtown—but a surging rideshare fare and a long walk to the pickup garage can still ruin the trip. Here's the difference.
| Feature | Limo Service Chicago | Typical Rideshare |
|---|---|---|
| Pricing | Flat rate, locked at booking | Surges at rush hour & in storms |
| Pickup spot | Curbside or baggage-claim meet | Walk to the rideshare garage level |
| Flight tracking | Yes — automatic | No — fare can expire on delay |
| Meet & greet | Name sign, luggage help | Find your own car |
| Wait time | 60 min complimentary | Cancels if you're slow |
| Vehicle quality | Modern 2026 fleet | Whatever shows up |
| South suburb runs | Flat rate to Orland Park, Tinley | Long-trip surge multipliers |
| Corporate billing | Net-30 accounts | Personal card only |
Midway's location makes it the fast choice downtown and the obvious choice for the South Side. Approximate distances, times, and flat fares below.
| Destination | Distance | Typical Drive Time | Flat Fare (from) |
|---|---|---|---|
| The Loop | ~10 mi | 20–30 min | $75 |
| McCormick Place | ~11 mi | 20–30 min | $75 |
| South Loop | ~9 mi | 18–28 min | $70 |
| Magnificent Mile | ~12 mi | 25–35 min | $80 |
| Hyde Park | ~8 mi | 15–25 min | $70 |
Midway sits closer to downtown than O'Hare, so these are some of the quickest airport transfers in the city. Fares are flat-rate sedan starting points.
| Suburb | Distance | Typical Drive Time | Flat Fare (from) |
|---|---|---|---|
| Oak Lawn | ~6 mi | 12–18 min | $55 |
| Orland Park | ~14 mi | 20–30 min | $70 |
| Tinley Park | ~17 mi | 25–35 min | $75 |
| Naperville | ~25 mi | 35–50 min | $95 |
| Frankfort | ~22 mi | 30–45 min | $90 |
| Mokena | ~20 mi | 28–40 min | $85 |
Midway is the natural airport for the South Side and southwest suburbs. See all service areas or call for a flat quote.
| Destination | Distance | Typical Drive Time | Vehicle |
|---|---|---|---|
| Notre Dame / South Bend, IN | ~95 mi | 1.75–2.25 hr | Sedan / SUV |
| New Buffalo, MI | ~70 mi | 1.5 hr | Sedan / SUV |
| Milwaukee, WI | ~100 mi | 2–2.5 hr | Sedan / SUV |
| Champaign, IL | ~140 mi | 2.5 hr | Sedan / SUV |
| Indianapolis, IN | ~185 mi | 3–3.5 hr | SUV / Sprinter |
Long-distance trips are custom-quoted at flat rates—call (708) 289-0488 for exact pricing.
From a quick solo airport run to a full group pickup, every vehicle is a spotless 2026 model with a professional chauffeur at the wheel.

Premium SUV for executives, families, and airport runs. Leather seating, Wi-Fi, climate control.

Executive-class luxury with a spacious, refined cabin. Ideal for corporate transfers and VIP service.

The flagship of luxury sedans. Signature comfort and cutting-edge technology for the discerning traveler.

Spacious executive van for groups and corporate travel. Leather seating and ample luggage capacity.

Make a statement. Fiber-optic lighting, premium sound, and bar setup for unforgettable celebrations.

Classic limousine elegance for weddings and nights out. Fiber-optic lighting and a champagne bar.

Spacious and family-friendly with generous luggage room. A versatile choice for groups and airport runs.

Premium full-size SUV with leather seating and onboard entertainment. Comfort for the whole group.

Sound system, dance lighting, and lounge seating. The perfect ride for bachelor parties and birthdays.
Why South Siders and savvy downtown flyers pick us for the MDW run.
Licensed, background-checked, and uniformed—drivers who know Midway and every South Side route by heart.
No surge, ever. Your Midway fare is locked at booking—even at peak times or in lake-effect snow.
We watch your flight live and adjust automatically for delays and early landings.
Red-eyes, dawn departures, last-minute changes—real people answer, day or night.
Nine immaculate vehicle classes, detailed before every trip, with Wi-Fi and premium interiors.
Net-30 billing, priority dispatch, and dedicated support for business travelers and teams.
What travelers ask most about MDW pickups and transfers. For anything else, call (708) 289-0488.
Midway International (MDW) may be the smaller of Chicago's two major airports, but for millions of travelers it's the smarter one. Sitting just 10 miles from the Loop on the city's South Side, Midway offers something O'Hare can't: speed and simplicity. Our Chicago limo service is built to make the most of that advantage—turning a Midway arrival into the easiest leg of your trip.
With a single terminal and three connected concourses, Midway is refreshingly easy to navigate. There are no inter-terminal trains and no marathon walks—just a short trip from your gate to the central baggage-claim level, where your chauffeur is waiting. For travelers who value getting downtown fast, a Midway transfer with us can be door-to-door in around 20 minutes.
Midway is the home airport for Chicago's South Side and the southwest suburbs. If you're flying in to Orland Park, Tinley Park, Oak Lawn, or Frankfort, we offer flat-rate transfers that beat the long-trip surge multipliers rideshare apps tack on. Business travelers connecting through Midway's busy Southwest Airlines hub rely on us for the same predictable, professional service every trip.
Whether you fly into Midway or O'Hare, you get the identical promise: a vetted chauffeur, a spotless 2026 vehicle, live flight tracking, and a flat rate with no surprises. We also handle onward trips to downtown hotels, 50+ suburbs, and long-distance Midwest destinations like Notre Dame and New Buffalo. Ready to ride? Book your Midway car service in under two minutes, or call (708) 289-0488.
Flat-rate pricing, flight tracking, and a chauffeur waiting the moment you arrive. Reserve online in 60 seconds or call our 24/7 dispatch.