Flat-rate rides to downtown Chicago for business, hotels, events, and nights out. A professional chauffeur, a clean vehicle, and no parking to worry about once you arrive.
Downtown Chicago is about 92 miles south of Milwaukee, a drive of roughly an hour and 45 minutes. Driving yourself means fighting Loop traffic and paying some of the highest parking rates in the country. A car service skips all of it: you are dropped at the door and picked up when you are ready.
Every Milwaukee to Chicago ride is a flat rate, fixed at booking. Whether it is a morning of meetings, a convention at McCormick Place, a Cubs or Bears game, a concert, or a night out, your chauffeur knows the city and the venues.
Choose a sedan for one or two, an SUV for the group, a Sprinter for the whole team, or a stretch limo when the evening calls for it. Same promise on every ride: on time, every trip.
Starting rates by vehicle for one-way and round-trip service to downtown Chicago. Every fare is fixed at booking, with no surge and no parking to add on.
| Vehicle | Capacity | One way | Round trip |
|---|---|---|---|
| Mercedes S-ClassEXECUTIVE SEDAN | 3 passengers | from $205 | from $390 |
| Cadillac EscaladeLUXURY SUV | 6 passengers | from $235 | from $445 |
| Chevrolet SuburbanFULL-SIZE SUV | 7 passengers | from $245 | from $465 |
| Mercedes SprinterEXECUTIVE VAN | 12 passengers | from $335 | from $635 |
| Stretch LimoSPECIAL OCCASION | 10 passengers | from $380 | from $720 |
Rates are starting estimates from downtown Milwaukee to the Chicago Loop and vary by exact pickup and drop-off address. Outlying stops are quoted on booking.
Get your exact quoteDropped at your hotel, venue, or office entrance, with pickup wherever you finish.
Skip Loop parking rates entirely. Your chauffeur handles the car while you go.
Drivers who know the Loop, River North, the South Loop, and the venues in between.
Need several stops in one evening? Book by the hour and keep the car with you.
McCormick Place, United Center, Wrigley, theaters, we know the drop-off points.
Every vehicle is detailed before each trip and driven by a licensed chauffeur.
From booking to drop-off, the whole trip is handled. No phone tag, no parking hunt.
Start a bookingPick your vehicle and tell us your stops. Get a flat quote and confirm in minutes.
Dispatch maps your drop-offs around traffic and event schedules across the city.
Your driver is at the pickup point ahead of time, ready to load and get moving.
Dropped at your destination and picked up when you are ready to head home.
From boardrooms to ballparks, these are the destinations we drive most. Tell us your stop and we will route you there.
Offices, law firms, and financial-district meetings, dropped at the door.
The country's largest convention center. We know the hall entrances.
Downtown hotels and the Magnificent Mile for shopping and stays.
United Center, Wrigley, Soldier Field, and the downtown theater district.
Arrive composed and on time, work in the back seat, and skip the parking scramble.
Group-friendly vehicles and drop-off right at the McCormick Place halls.
Door-to-door to the venue and a ride home waiting when the show ends.
Dinner, drinks, and a show with one chauffeur for the whole evening.
Stretch limos and SUVs for the wedding party or a milestone celebration.
A day on the Magnificent Mile without hauling bags onto a train.
Downtown garages are pricey and slow. We drop you at the door instead.
The number you see is the number you pay. No surge, no meter, no surprises.
Drivers who know Chicago's streets, venues, and the fastest way between them.
A late-model fleet, detailed before every trip, so each ride feels first class.
Dinner, a show, and drinks across the city with one chauffeur and one flat rate. Book as-directed and keep the car with you from the first stop to the last.
Took the SUV down for a day of meetings in the Loop. No parking, no stress, dropped right at the building. Worth every penny.
Booked a limo for our anniversary dinner downtown. The driver handled every stop and we never thought about logistics once.
Whole team rode down to McCormick Place in a Sprinter. One price, everyone together, dropped at the hall entrance.
The questions city riders ask most. Still unsure? Call (414) 916-7648 any hour.
About an hour and 45 minutes for the roughly 92-mile drive in normal traffic. We plan around Loop congestion and event schedules to keep you on time.
One-way service to downtown starts at $205 for a sedan and $235 for an SUV. Larger vehicles, round trips, and hourly bookings are priced accordingly.
Yes. Book as-directed or by the hour and keep the same chauffeur and vehicle for dinner, a show, and drinks across the city.
Yes. We drop you at the door of your hotel, office, or venue and pick you up at the same spot when you are ready.
Yes. McCormick Place is one of our most common downtown stops. We know the hall entrances and the best drop-off points.
Absolutely. United Center, Wrigley Field, Soldier Field, and the theater district are all regular drop-offs, with a ride home waiting after.
There is no parking to pay for. Your chauffeur drops you off and handles the vehicle, so downtown garage rates never enter the picture.
We serve the full metro, including Brookfield, Waukesha, Racine, and Kenosha. Rates start from downtown Milwaukee and adjust for your exact pickup.
From one rider in a sedan up to twelve in a Sprinter van. SUVs seat six to seven, and the stretch limo holds up to ten for events.
Tolls and gratuity are added at checkout and shown clearly before you confirm, so the total you approve is the total you pay.
Yes. We provide stretch limos and luxury SUVs for weddings, anniversaries, and celebrations, downtown or anywhere in the metro.
Yes. We run flat-rate airport transfers to both O'Hare and Midway with the same flight tracking and professional chauffeurs.
Our most-booked route. Limo and car service to every O'Hare terminal.
View route → MKE → MDWFlat-rate transfers to Chicago Midway with the same flight tracking.
View route → ROUND TRIPBoth legs at one fixed price with return-flight tracking built in.
View route → CORPORATEExecutive accounts, priority dispatch, and consolidated billing.
View route →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.