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 Kohler and Sheboygan, O’Hare is about 2 to 2.25 hours down I-43 and I-94; from Manitowoc about 2.5. Pharaoh’s runs the Lakeshore to O’Hare, Midway, downtown Chicago and the suburbs, and the same trips back, including resort guests landing at O’Hare for a stay or a round of golf in Kohler. Pickup is about 3.5 hours before a domestic flight from Sheboygan. SUV for 6 with golf bags; Sprinter for groups. Call (414) 387 6619, 24/7.
Arriving at O’Hare for Kohler?
Send your flight and resort. Your chauffeur meets you at baggage claim and drives you to the door.
Key takeaways
- Kohler and Sheboygan to O’Hare about 2 to 2.25 hours; Manitowoc about 2.5.
- Pickup about 3.5 hours before a domestic flight.
- Golf bags: an SUV fits 3 to 4 sets with luggage; a Sprinter fits a full group.
- Resort guests are met at O’Hare baggage claim and driven to the front door.
- A $500+ trip: book both ways on one confirmation.
In this guide
- Drive times from the Lakeshore
- Who rides between the Lakeshore and Chicago
- Pickup towns
- Local notes from dispatch
- Which vehicle
- Book through Pharaoh’s or our divisions
- How to book
- Frequently asked questions
Drive times from the Lakeshore
From Kohler, Sheboygan and Sheboygan Falls
| Chicagoland destination | Drive (no traffic) | Weekday rush | Pickup before a domestic flight |
|---|---|---|---|
| O’Hare | 2 to 2.25 h | 2.5 to 2.75 h | 3.5 h before |
| Midway | 2.5 h | 3 to 3.25 h | 4 h before |
| Downtown Chicago | 2.5 h | 3 to 3.25 h | – |
| North Shore | 1.75 h | 2.25 h | – |
| Northwest suburbs | 2.25 h | 2.75 h | – |
Times are estimates; dispatch confirms your pickup time the day before.
From Manitowoc, Two Rivers and Plymouth
| Chicagoland destination | Drive (no traffic) | Weekday rush | Pickup before a domestic flight |
|---|---|---|---|
| O’Hare | 2.5 to 2.75 h | 3 to 3.25 h | 4 h before |
| Midway | 3 h | 3.5 h | 4.5 h before |
| Downtown Chicago | 3 h | 3.5 h | – |
Times are estimates; dispatch confirms your pickup time the day before.
Who rides between the Lakeshore and Chicago
Resorts, golf and manufacturing.
Resort and spa guests
Visitors flying in for a stay at the Kohler resorts land at O’Hare and want to go straight to the front door. The chauffeur meets you at baggage claim, takes the bags and drives two hours north.
Golf trips
Groups coming for the courses around Kohler and along the lake: clubs, luggage and four or more players. A Sprinter keeps everyone and every bag in one vehicle; the same vehicle can run you between courses by the hour.
Business travel
Sheboygan County and Manitowoc manufacturers bring visitors in from O’Hare, and send their own teams to Chicago meetings and flights.
Golf group of 8 to 15?
A Sprinter carries everyone with clubs, both ways.
Pickup towns
Towns and places we pick up
| Area | Towns |
|---|---|
| Sheboygan County | Sheboygan, Kohler, Sheboygan Falls, Plymouth, Elkhart Lake, Howards Grove, Cedar Grove, Oostburg |
| Manitowoc County | Manitowoc, Two Rivers, Mishicot |
| Resorts | Any resort or hotel front door in Kohler and Elkhart Lake |
Local notes from dispatch
What changes on this route.
I-43 then I-94
The drive is I-43 south to Milwaukee and I-94 to Illinois. Dispatch times the pickup around Milwaukee rush hour, which is the slowest part of the trip.
Golf season
April to October is the busy season; weekend arrivals at O’Hare on Thursday and Friday fill first. Book the Sprinter early.
Lake-effect weather
In winter, lake-effect snow along I-43 can slow the first hour. Dispatch adds time when it is in the forecast.
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. The usual pick for golf groups with clubs.
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).
- Resort name, number of golf bags, and tee time if we are going straight to a course.
- Get vehicle, time and flat rate in writing: (414) 387 6619 or book online.
Related routes and guides
- Wisconsin to Chicago from every region
- O’Hare meet and greet
- Group airport transportation
- What time to leave for an O’Hare flight
- Flat rates by route
Quick Facts
| Fact | Detail |
|---|---|
| Route | Sheboygan, Kohler and Manitowoc to and from O’Hare, Midway, downtown and the suburbs |
| Drive to O’Hare | About 2 to 2.75 hours |
| Pickup before a flight | About 3.5 to 4 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 Kohler to O’Hare?
About 2 to 2.25 hours with no traffic.
How long from Manitowoc to O’Hare?
About 2.5 to 2.75 hours.
When should we leave Sheboygan for a noon flight?
Pickup about 8:30 AM.
Is Midway much farther?
About 30 minutes more than O’Hare.
Resorts and golf
Can you meet us at O’Hare and take us to our Kohler resort?
Yes; the chauffeur meets you at baggage claim and drives you to the door.
How many golf bags fit?
An SUV fits about 3 to 4 sets with luggage; a Sprinter fits a full group.
Can the vehicle take us between courses?
Yes, by the hour.
Can you bring us back to O’Hare after checkout?
Yes; book both directions together.
Booking
How is the price set?
A flat rate per vehicle, confirmed in writing.
Do you pick up in Elkhart Lake?
Yes.
What about winter weather on I-43?
Dispatch adds time when snow is forecast.
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.
