
Mercedes S-Class
First-class quiet for solo and couple travel.
Flat-rate door-to-gate transfers from Milwaukee to O'Hare, plus round trips, Midway, and downtown Chicago. Flight tracking on every ride and a chauffeur watching for delays before you land.
Most riders book O'Hare. Plenty book the others. Same chauffeurs, same flat-rate promise on every route.
Limo and car service plus round trips to every O'Hare terminal. Meet-and-greet at baggage claim on request.



Direct transfers to Chicago Midway with the same flight tracking and flat pricing.
View route →Downtown hotels, McCormick Place, business meetings, and events across the city.
View route →Lock both legs at one fixed price. We track your return and adjust for delays automatically.
View route →One-way starting rates below. Every fare is fixed at booking with no surge pricing. Tolls and gratuity are added at checkout, and you confirm the total before you pay.
| Route | SedanS-Class · 3 pax | SUVEscalade · 6 pax | SprinterVan · 12 pax | Distance & time |
|---|---|---|---|---|
| Milwaukee to O'HareMKE → ORD | from $165 | from $195 | from $295 | 80 mi · ~90 min |
| Milwaukee to MidwayMKE → MDW | from $215 | from $245 | from $345 | 100 mi · ~2 hr |
| Milwaukee to ChicagoMKE → CHI | from $205 | from $235 | from $335 | 92 mi · ~1h 45m |
| O'Hare Round TripBOTH LEGS | from $310 | from $370 | from $560 | Best value |
Rates are starting estimates from downtown Milwaukee and vary by exact pickup address. Suburban and outlying pickups are quoted on booking.
Get your exact quoteEverything riders want to know about getting from Milwaukee to O'Hare and back. Still unsure? Call (414) 322-3751 any hour.
The drive runs about 90 minutes and roughly 80 miles in normal traffic. We track your flight and build in buffer time, so you arrive with room to spare even when the Edens or the Tri-State slows down.
Every ride is a flat rate quoted before you book. There is no meter and no surge pricing. You confirm the total, including tolls and gratuity, before you pay.
Your quote covers the vehicle, the chauffeur, and flight tracking. Tolls and gratuity are added at checkout and shown clearly, so the confirmed total is the final total.
Yes. Dispatch monitors your flight in real time. If you land early or late, your chauffeur adjusts automatically, so no one is waiting on the curb and you are never charged for a delay outside your control.
For arrivals, we shift your pickup to match the new landing time at no extra charge. If a flight is canceled, contact dispatch and we will reschedule or cancel per the booking terms. Round-trip return legs are adjusted the same way.
Standard pickup is curbside at your terminal once you have your bags. Prefer a meet-and-greet at baggage claim with a name sign? Add it when booking and your chauffeur will be waiting inside.
Earlier is better, especially for early-morning departures and peak travel days. That said, we run 24/7 dispatch and handle same-day and last-minute rides whenever a vehicle is available, so it is always worth calling.
The S-Class sedan suits one to three travelers. The Escalade, Navigator, or Suburban work for up to six or seven with extra luggage. The Sprinter carries up to twelve, and the stretch limo is built for events and special occasions.
Yes. We pick up across the metro, including Brookfield, Waukesha, Racine, and Kenosha. Rates start from downtown Milwaukee and adjust for your exact pickup address, which we confirm on booking.
Absolutely, and it is our best value. Lock both legs at one fixed price, and we track your return flight so the pickup is ready when you land back in Chicago.
Yes. Along with O'Hare, we run flat-rate transfers to Chicago Midway and to downtown destinations like hotels, McCormick Place, and meetings, all with the same flight tracking and professional chauffeurs.
We accept major credit cards, and corporate accounts can be set up with consolidated billing. Your card is confirmed at booking and charged once your trip is complete.
No phone tag, no surprise fees, no waiting at the curb wondering if your driver is coming.
Start a bookingPick your route and vehicle and get a flat quote up front. Confirm in under two minutes.
Dispatch monitors arrivals and departures, so your chauffeur adjusts to delays before you do.
Your driver arrives early, handles the bags, and gets you to the gate or your door on schedule.
The driver was tracking my delayed flight and was waiting the second I cleared baggage. I have stopped booking anything else.
Flat rate, spotless Escalade, and we left exactly when promised. Made the 6 a.m. out of O'Hare with room to spare.
Booked a Sprinter for eight of us to Midway. One price, one driver, zero stress. Exactly what we needed.
Every vehicle is late-model, detailed before each trip, and driven by a licensed, insured chauffeur who tracks your flight.

First-class quiet for solo and couple travel.

Room, presence, and a smooth highway ride.

Spacious cabin with a refined, steady drive.

Extra luggage space for full schedules.

Stand-up cabin for groups and teams.

For events, nights out, and arrivals in style.
Flat rates, flight tracking, and a chauffeur waiting when you land. Reserve in under two minutes.