There are 8 ways to get from Road America to Chicago by bus, train, bus (Greyhound, Flixbus), car, taxi, plane, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus, train
best- Take the bus from Sheboygan to Milwaukee Intermodal Stationbus Greyhound US0150S
- Take the train from Milwaukee to Chicago Union Stationtrain Hiawatha Service / ...
3h 52m$74–129Drive 145 mi
cheapest- Drive from Road America to Chicagocar 145 mi
2h 47m$27–39Bus
- Take the bus from Sheboygan to Milwaukee Intermodal Stationbus Greyhound US0150S
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus Greyhound US0150
3h 58m$63–98Taxi to Appleton International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Road America to Appleton International Airport (ATW)taxi
- Fly from Appleton International Airport (ATW) to Chicago O'Hare International Airport (ORD)plane ATW - ORD
3h 31m$151–386Bus via O'Hare
- Take the bus from Sheboygan to Milwaukee Intermodal Stationbus Greyhound US0150S
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus Wisconsin Coach Lines
4h 44m$91–121Drive to Green Bay, fly to Chicago O'Hare International Airport
- Drive from Road America to Green Bay (GRB)car
- Fly from Green Bay (GRB) to Chicago O'Hare International Airport (ORD)plane GRB - ORD
3h 37m$43–260Taxi, bus to General Mitchell International Airport, fly to Chicago Midway International Airport
- Take the taxi from Road America to Sheboygantaxi
- Take the bus from Sheboygan to Milwaukee Intermodal Stationbus
- Fly from General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW)plane MKE - MDW
4h 24m$95–443Taxi, bus to General Mitchell International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Road America to Sheboygantaxi
- Take the bus from Sheboygan to Milwaukee Intermodal Stationbus
- Fly from General Mitchell International Airport (MKE) to Chicago O'Hare International Airport (ORD)plane MKE - ORD
4h 53m$655–1,043
Appleton International Airport (ATW) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Road America to Chicago is to drive which costs $26 - $40 and takes 2h 47m.
The fastest way to get from Road America to Chicago is to drive which takes 2h 47m and costs $26 - $40.
No, there is no direct bus from Road America to Chicago station. However, there are services departing from Sheboygan and arriving at Chicago Bus Station via Milwaukee Intermodal Station. The journey, including transfers, takes approximately 3h 58m.
The distance between Road America and Chicago is 158 miles. The road distance is 145.8 miles.
The best way to get from Road America to Chicago without a car is to bus and train which takes 3h 52m and costs $70 - $130.
It takes approximately 3h 52m to get from Road America to Chicago, including transfers.
Road America to Chicago bus services, operated by Greyhound USA, depart from Sheboygan station.
Road America to Chicago bus services, operated by Greyhound USA, arrive at Milwaukee Intermodal Station.
Yes, the driving distance between Road America to Chicago is 146 miles. It takes approximately 2h 47m to drive from Road America to Chicago.
There are 1303+ hotels available in Chicago.
What companies run services between Road America, WI, USA and Chicago, IL, USA?
You can take a vehicle from Road America to Chicago Bus Station via Sheboygan and Milwaukee Intermodal Station in around 3h 58m.
- Website
- united.com
Flights from Appleton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $30–240
Flights from Green Bay to Chicago O'Hare International Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $30–240
Flights from General Mitchell International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 11m
- When
- Every day
- Estimated price
- $35–310
- Website
- aa.com
Flights from Appleton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $30–240
Flights from Green Bay to Chicago O'Hare International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $30–240
Flights from General Mitchell International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $35–310
- Website
- southwest.com
Flights from General Mitchell International Airport to Chicago Midway International Airport
- Ave. Duration
- 49 min
- When
- Every day
- Estimated price
- $40–350
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $23–55
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $7–15
- Website
- Greyhound
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $7–15
- Website
- Greyhound
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a day
- Estimated price
- $12–24
- Website
- Greyhound
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $7–15
- Website
- Greyhound
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $7–15
- Website
- Greyhound
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $7–15
- Website
- Greyhound
- Phone
- +1 989-725-5105
- Website
- Indian Trails
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Sheboygan to Milwaukee Intermodal Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $10–26
- Website
- Indian Trails
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $12–20
- Schedules at
- Flixbus USA
- Phone
- (866) 912 6224
- [email protected]
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $38–42
- Website
- coachusa.com
- Ave. Duration
- 43 min
- Estimated price
- $40–150
Blue Cab of Sheboygan
- Phone
- +1-920-476-8294
- Website
- facebook.com
Blue Cab of Sheboygan
- Phone
- +1-920-476-8294
- Website
- facebook.com
Blue Cab of Sheboygan
- Phone
- +1-920-476-8294
- Website
- facebook.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide








