Milwaukee to Chicago

Milwaukee to O’Hare & O’Hare to Milwaukee — Private Luxury Transfers

Our Ford Transit van service in Milwaukee is perfect for Milwaukee-to-O’Hare runs. O’Hare is our single most-requested route, and we’ve made it effortless: flat-rate pricing from $395, real-time flight tracking on every ride, and a professional chauffeur who gets you door-to-terminal without the stress of driving, tolls, or O’Hare parking. As Milwaukee’s highest-rated Milwaukee limo service, we handle both directions — Milwaukee to O’Hare for your departure, and O’Hare back to Milwaukee when you land.

Every ride is door-to-door from your home, office, or hotel, with your chauffeur assisting with luggage and planning the route in advance around your flight time. Whether it’s a 4 a.m. departure or a late-night arrival, we’re available 24/7. Call or text for reservations at (414) 322-3751, or book online in 60 seconds.

Why Choose Pharaoh’s Transportation

Seats Up To 10

Ten passengers plus luggage in one vehicle. No splitting the group across two cars or two trips.

Flat-Rate Pricing

Quoted up front for your route. Tolls included, no surge, no surprises at drop-off.

Flight-Tracked

We track your flight in real time. Delays and early landings are handled automatically.

Pro Chauffeurs

Licensed, insured, and background-checked. Early every time, not just on time.

Milwaukee to Chicago

O’Hare, Midway, and downtown Chicago hotels, offices, and venues. One flat rate, one vehicle, door to door.

O’Hare & Midway

The Chicago corridor is our most requested run. Ten passengers, one flat rate, no parking and no tolls to sort out yourself.

Our Luxury Fleet


Choose the right vehicle for your trip. The Ford Transit van seats up to 10 and runs $395 to O’Hare, $450 to downtown Chicago, and $520 to Midway, flat rate, tolls included. Need fewer seats or more? An executive sedan covers one to three, a luxury SUV up to six, and the 15-passenger Sprinter handles the largest groups from $650 to O’Hare.

Our Luxury Fleet

Luxury Sedan
Luxury Sedan
1-3 Passengers ~
Executive SUV
Executive SUV
1-6 Passengers ~
Luxury SUV
Luxury SUV
1-6 Passengers ~
Sprinter Van
Sprinter Van
1-14 Passengers ~

Group & Corporate Transportation

Ford Transit Van Service in Milwaukee for Groups, Airports, and Events

One vehicle, ten passengers, one bill. The Transit is the right call any time a group needs to arrive together and the budget matters more than a stretch-limo entrance. Here is where we run it most.

Airport Transfers
O’Hare, Midway, and Mitchell International in both directions. Flight tracked, door to door, with cargo space so nobody rides with a suitcase on their lap.

Corporate Shuttles
Move a team from the office to a client site, a conference, or the airport without expensing ten separate rides. Repeat-schedule accounts welcome.

Wedding Guest Transfers
Run guests between hotel, ceremony, and reception on a loop. The affordable way to keep a shuttle moving all night.

Conventions and Trade Shows
Wisconsin Center, Fiserv Forum, and McCormick Place runs. Pick up the whole group at one hotel and drop at one door.

Milwaukee to O’Hare, Midway, and Mitchell

Ford Transit Van Service in Milwaukee for Airport Transfers

Airport runs are what the Transit does best. Ten passengers, luggage in the rear instead of on laps, and one flat rate instead of ten separate fares or two SUVs running the same route. We handle the full Chicago corridor, O’Hare and Midway in both directions, plus Mitchell International five minutes from our base. Your chauffeur tracks the inbound flight in real time, so a delay or an early landing changes the pickup time on our end, not yours.

Pickup is door to door from your home, office, or hotel anywhere in the Milwaukee area, with help loading and unloading at both ends. No airport parking, no shuttle bus from an off-site lot, no one in the group stuck driving after a red-eye. We run 24/7 for 4 a.m. departures and late arrivals alike. Call or text (414) 322-3751, or book online in 60 seconds.

Group Travel Guides and Resources

We run ten-passenger groups through O’Hare, Midway, and Mitchell every week, and we publish the logistics we wish every group organizer had. Meeting points, terminal splits, and delay buffers matter more with ten people than with one, and your chauffeur has already planned for all of it.

• O’Hare Pickup Guide — where and how your driver meets you when you land.
• O’Hare Terminal Guide (2026) — terminal-by-terminal airlines and drop-off logistics.
• O’Hare Flight Delays 2026 — the FAA caps and TSA delays, and how we buffer every pickup.

Where We Pick Up

Ford Transit Van Service in Milwaukee and Surrounding Suburbs

Ford Transit van service in Milwaukee covers the full metro, not just downtown. We pick up in Wauwatosa, Brookfield, Waukesha, Menomonee Falls, Glendale, Shorewood, Whitefish Bay, Greenfield, Oak Creek, Franklin, New Berlin, and Germantown, plus the rest of Milwaukee, Waukesha, Ozaukee, and Washington counties. Multi-stop pickups are standard on group runs, so we can collect passengers from two or three addresses on the way out rather than making everyone meet at one house.

Long-distance runs are part of the job too. The Transit goes to O’Hare and Midway daily, downtown Chicago hotels and venues, Madison, Green Bay, Lake Geneva, and Wisconsin Dells, and we quote anywhere else in the state on request. Rates are flat and confirmed before you book, whether the run is fifteen minutes or three hours. Call or text (414) 322-3751 with your pickup and destination.

Ford Transit Van Service Coverage in Milwaukee

Ford Transit van service in Milwaukee runs the airport corridor in both directions: Milwaukee to O’Hare (ORD), Milwaukee to Midway (MDW), and Mitchell International (MKE) five minutes from our base. Pickups cover the full metro, including Brookfield, Wauwatosa, Waukesha, Mequon, Menomonee Falls, Glendale, Shorewood, Whitefish Bay, New Berlin, Oak Creek, and Franklin, along with the rest of Milwaukee, Waukesha, Ozaukee, and Washington counties. One-way and round-trip transfers are both flat-rated, and multi-stop pickups are standard when the group is spread across more than one address.

Beyond airport runs, the Transit handles corporate shuttles, wedding guest transfers, sports and youth team travel, convention and trade show groups, and nights out for concerts, Brewers and Bucks games, and brewery tours. Hourly charters are available when the day has multiple stops or a return leg you cannot pin to a clock. We also run downtown Chicago hotels and venues, Madison, Green Bay, Lake Geneva, and the Dells, and we will quote anywhere else in Wisconsin on request. Call or text (414) 322-3751 with your pickup, destination, and headcount.

milwaukee travel guide 2026

Milwaukee to O’Hare FAQ

Flat rates from the Milwaukee area are $395 to O’Hare, $450 to downtown Chicago, and $520 to Midway. Tolls are included, there is no surge pricing, and the rate is confirmed in writing before you book. For a group of 10 going to O’Hare, that works out to under $40 per person for the whole ride, in one vehicle, on one bill. Local Milwaukee trips and destinations outside the Chicago corridor are quoted individually, so call or text (414) 322-3751 with your pickup and destination for an exact number.

Up to 10 passengers, plus luggage in the rear cargo area rather than stacked on laps. The Transit has a high roof and a low step-in height, so passengers can move down the aisle without ducking, which matters on longer runs like the trip to O’Hare. If your group is larger than 10, the 15-passenger Sprinter is the next step up, starting at $650 to O’Hare. If your group is six or fewer, a luxury SUV is usually the better value.

Usually, and it is more reliable. Ten people means three separate rideshare vehicles, three drivers, three arrival times, and three fares that surge independently. Nobody sits together, luggage does not fit, and early morning availability in the suburbs is unpredictable. The Transit is one confirmed vehicle at one flat rate, reserved in advance, with a chauffeur at the curb before the pickup window opens. On a $395 O’Hare run split ten ways, the price is competitive even before surge pricing enters the picture.

Yes, on every ride. We pull your flight number when you book and monitor it in real time. If the flight is delayed, the pickup time moves on our end without you needing to call. If you land early, we adjust the same way. This matters more with a group than with a single passenger, because ten people waiting at a curb creates pressure that a solo traveler simply does not face.

Pickup and drop-off are at the terminal, arranged before your travel date so the group knows exactly where to meet the chauffeur. For arrivals, your chauffeur coordinates the meeting point based on your terminal and helps with luggage loading. We cover O’Hare and Midway in Chicago and Mitchell International in Milwaukee, in both directions.

The full metro. That includes Milwaukee proper, Brookfield, Wauwatosa, Waukesha, Mequon, Menomonee Falls, Glendale, Shorewood, Whitefish Bay, New Berlin, Oak Creek, and Franklin, along with the rest of Milwaukee, Waukesha, Ozaukee, and Washington counties. Multi-stop pickups are standard on group runs, so we can collect passengers from two or three addresses on the way out instead of asking everyone to meet at one house.

Yes. Hourly charters make more sense than flat-rate transfers any time the day has multiple stops or a return leg you cannot pin to a clock. Weddings are the most common example, running guests between hotel, ceremony, and reception on a loop. Corporate site visits, brewery tours, and game-day groups work the same way. Tell us the rough shape of the day and we will build the run sheet with you before the date.

Corporate shuttles moving a team from the office to a client site or conference, wedding guest transfers, youth and adult sports team travel with gear in the rear cargo area, convention and trade show groups at Wisconsin Center and Fiserv Forum, and nights out for concerts, Brewers and Bucks games, and brewery tours. Anywhere a group needs to arrive together and the budget matters more than a stretch-limo entrance, the Transit is the right call.

Earlier is better, especially for early morning airport departures and weekend wedding dates, since we run a single Transit and it books out. That said, dispatch is staffed 24/7 and same-day requests are always worth a call. If the group size or schedule changes after you book, let us know and we adjust the reservation rather than making you start over.

Pharaoh’s Transportation – Milwaukee Van & Shuttle Service
Address: 5151 S Howell Ave, Suite D1 & D2, Milwaukee, WI 53207
Phone / Text: (414) 322-3751
Email: milwaukee@pharaohstransportation.com
Hours: Open 24/7 — Reservations & Dispatch
Serving: Milwaukee, Madison, and all of Wisconsin — two minutes from MKE.

Ford Transit Van Service Milwaukee Rates

Flat rate, confirmed in writing before you book, tolls included. No surge, no per-passenger math, no number that moves after you commit. Split across a group of 10, the Transit is the most affordable way we have to get everyone to the same place at the same time.

Rate table

RouteFord Transit (up to 10)
Milwaukee to O’Hare (ORD)$395
Milwaukee to downtown Chicago$450
Milwaukee to Midway (MDW)$520

All rates are one way and run in both directions. Round trips are booked as two transfers at the same flat rate.

What the rate includes

Tolls, fuel, flight tracking, door-to-door pickup at your home, office, or hotel, chauffeur assistance with luggage at both ends, and multi-stop pickup when the group is spread across more than one address. Nothing on that list is an add-on and nothing appears as a line item at drop-off.

Local Milwaukee trips, hourly charters, and destinations outside the Chicago corridor are quoted individually. Call or text (414) 322-3751 with your pickup, destination, and headcount, or book online in 60 seconds.