Written by the Milwaukee to O’Hare dispatch team, a division of Pharaoh’s Transportation, 5151 S Howell Ave, Milwaukee. Rated 4.9 from 302 Google reviews; every chauffeur is background-checked, licensed and insured.
Quick answer: From Brookfield, O’Hare is about 1.25 to 1.5 hours; from Waukesha 1.5; from Oconomowoc and Lake Country about 1.75. Pharaoh’s runs Waukesha County to O’Hare, Midway, downtown Chicago and the suburbs, and the same trips home. Pickup is about 3 to 3.25 hours before a domestic flight. We take the I-894 and I-41 bypass to avoid the downtown Milwaukee interchanges when it is faster. SUV for 6, Sprinter for 13 to 15; flat rate per vehicle. Call (414) 387 6619, 24/7.
Flying out of O’Hare from Waukesha County?
Send your flight and address. We confirm the pickup time and the flat rate.
Key takeaways
- Brookfield to O’Hare about 1.25 to 1.5 hours; Oconomowoc about 1.75.
- Pickup about 3 to 3.25 hours before a domestic flight.
- Dispatch picks the I-894/I-41 bypass or I-94 through the Zoo Interchange by traffic.
- Corporate accounts along Bluemound Road and in Pewaukee get one monthly invoice.
- Every route runs both ways; book the return on the same confirmation.
In this guide
- Drive times from Waukesha County
- Who rides from Waukesha County
- Pickup towns
- Local notes from dispatch
- Which vehicle
- Book through Pharaoh’s or our divisions
- How to book
- Frequently asked questions
Drive times from Waukesha County
No traffic and weekday rush; dispatch confirms yours the day before.
From Brookfield, Elm Grove and New Berlin
| Chicagoland destination | Drive (no traffic) | Weekday rush | Pickup before a domestic flight |
|---|---|---|---|
| O’Hare | 1.25 to 1.5 h | 1.75 to 2 h | 3 h before |
| Midway | 1.5 to 1.75 h | 2 to 2.5 h | 3.25 h before |
| Downtown Chicago | 1.5 to 1.75 h | 2 to 2.5 h | – |
| Northwest suburbs (Schaumburg) | 1.25 h | 1.75 h | – |
| North Shore | 1.25 h | 1.5 to 1.75 h | – |
Times are estimates; dispatch confirms your pickup time the day before.
From Waukesha, Pewaukee, Delafield and Oconomowoc
| Chicagoland destination | Drive (no traffic) | Weekday rush | Pickup before a domestic flight |
|---|---|---|---|
| O’Hare | 1.5 to 1.75 h | 2 to 2.25 h | 3.25 h before |
| Midway | 1.75 to 2 h | 2.25 to 2.75 h | 3.5 h before |
| Downtown Chicago | 1.75 to 2 h | 2.25 to 2.75 h | – |
| Northwest suburbs | 1.5 h | 2 h | – |
Times are estimates; dispatch confirms your pickup time the day before.
Who rides from Waukesha County
Corporate corridor and lake country.
Corporate travelers
The Bluemound Road, Pewaukee and Menomonee Falls office parks send people to O’Hare every weekday. Assistants book standing runs; finance gets one monthly invoice. See corporate airport service.
Lake Country families
Pewaukee, Delafield, Hartland and Oconomowoc households flying for holidays and spring break, with car seats and ski bags.
Chicago business days
Waukesha County executives with meetings downtown: one SUV for the day, the chauffeur waits, home by evening.
Company travel from the Brookfield corridor?
Account billing and standing O’Hare runs for your team.
Pickup towns
Towns we pick up in
| Area | Towns |
|---|---|
| East | Brookfield, Elm Grove, New Berlin, Menomonee Falls, Butler |
| Central | Waukesha, Pewaukee, Sussex, Lannon, Merton |
| Lake Country | Delafield, Hartland, Nashotah, Chenequa, Oconomowoc, Summit, Dousman |
| South | Muskego, Mukwonago, Big Bend |
Local notes from dispatch
What changes on this route.
Two ways around Milwaukee
From Brookfield we can take I-94 east through the Zoo Interchange or swing south on I-894 to I-94 at the Mitchell Interchange. Dispatch picks by live traffic; it can save 15 minutes at rush hour.
Early flights
A 6 AM O’Hare departure from Oconomowoc means a pickup near 2:45 AM. Many Lake Country riders fly from MKE for early flights instead; we quote both.
Winter
Lake Country gets lake-effect bands and rural roads drift. On snow days dispatch adds 30 to 60 minutes. See O’Hare winter travel.
Which vehicle
Premium SUV, up to 6
Seats six with luggage for most trips; the usual choice for families, couples and business travelers. SUV service.
Sprinters, 13 to 15
Groups ride together with all the bags: the Executive Sprinter seats 13 and the Mercedes Sprinter 15. Popular for company offsites and Lake Country family trips.
Book through Pharaoh’s or our divisions
milwaukeetoohare.com is the Wisconsin-and-Chicagoland division of Pharaoh’s Transportation. One office, one 24/7 dispatch team, three ways to book.
Where to book
Here on milwaukeetoohare.com, on pharaohstransportation.com, or on our statewide division wisconsinlimoservice.com. Call (414) 387 6619 any hour.
Who drives
Wisconsin trips run on the Pharaoh’s fleet with our own chauffeurs. Rides that start and end in Chicago are driven by City of Chicago-licensed chauffeurs in our network. Every chauffeur is background-checked, licensed and insured, and the company is rated 4.9 from 302 Google reviews.
How to book
- Send pickup, destination, date and flight number.
- Tell us riders and bags (SUV up to 6, Sprinter 13 to 15).
- Company account number, ski or golf bags, or car seats.
- Get vehicle, time and flat rate in writing: (414) 387 6619 or book online.
Related routes and guides
- Wisconsin to Chicago from every region
- Milwaukee to O’Hare
- What time to leave for an O’Hare flight
- Corporate travel on the corridor
- Flat rates by route
Quick Facts
| Fact | Detail |
|---|---|
| Route | Waukesha County to and from O’Hare, Midway, downtown and the suburbs |
| Drive to O’Hare | About 1.25 to 1.75 hours |
| Pickup before a flight | About 3 to 3.25 hours (domestic) |
| Operator | Pharaoh’s Transportation (milwaukeetoohare.com is a division) |
| Office | 5151 S Howell Ave, Suite D1 & D2, Milwaukee, WI 53207 |
| Phone | (414) 387 6619, 24/7 |
| Rating | 4.9 from 302 Google reviews |
Frequently asked questions
Drive and timing
How long is the drive from Brookfield to O’Hare?
About 1.25 to 1.5 hours, up to 2 at rush hour.
How long from Oconomowoc to O’Hare?
About 1.75 hours with no traffic.
When should I be picked up in Waukesha for a 9 AM flight?
About 5:45 to 6 AM.
Do you avoid downtown Milwaukee traffic?
Dispatch chooses between I-94 and the I-894 bypass by live traffic.
Business and families
Can my company set up an account?
Yes, with monthly billing and standing runs.
Can you wait while I have meetings in Chicago?
Yes, by the hour.
Do you carry ski bags and car seats?
Yes, tell us when you book.
Is MKE a better choice from Lake Country?
For early flights it often is; we quote both.
Booking
How is the price set?
A flat rate per vehicle, confirmed in writing.
Can I book the return now?
Yes, on the same confirmation.
Do you pick up in Muskego or Mukwonago?
Yes, all of Waukesha County.
Are chauffeurs licensed and insured?
Yes, background-checked, licensed and insured.
Ready to book?
Book online or call dispatch any hour. Flat rate confirmed in writing before you ride.
About the Milwaukee to O’Hare dispatch team
milwaukeetoohare.com is the Wisconsin-and-Chicagoland division of Pharaoh’s Transportation. The dispatch team at 5151 S Howell Ave, Suite D1 & D2, Milwaukee, WI 53207 plans rides between every part of Wisconsin and Chicagoland, both ways, every day of the year, and answers 24 hours a day at (414) 387 6619.
