There are 4 ways to get from Waukesha to Chicago by train (Amtrak), bus (Greyhound, Flixbus), car, bus, or subway
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train (Amtrak)
best- Take the train from Milwaukee to Chicago Union Stationtrain Hiawatha Service / ...
4h 2m$58–93Drive 96.3 mi
cheapest- Drive from Waukesha to Chicagocar 96.3 mi
2h 3m$17–25Bus
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus Greyhound US0150
4h 8m$27–43Bus, subway
- Take the bus from Goerke's Corners Park and Ride to O'Hare International Airport - Terminal 2 Departuresbus Wisconsin Coach Lines
- Take the subway from O'Hare to Jackson-Bluesubway Blue Line
4h 27m$47–55
Waukesha to Chicago by bus and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Waukesha to Chicago is to drive which costs $17 - $25 and takes 2h 3m.
The fastest way to get from Waukesha to Chicago is to drive which takes 2h 3m and costs $17 - $25.
No, there is no direct bus from Waukesha to Chicago station. However, there are services departing from W Main Street at N East Avenue and arriving at Chicago Bus Station via Goerke's Corners Park and Ride and Milwaukee Intermodal Station. The journey, including transfers, takes approximately 4h 8m.
No, there is no direct train from Waukesha to Chicago station. However, there are services departing from Milwaukee and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 4h 2m.
The distance between Waukesha and Chicago is 103 miles. The road distance is 96.8 miles.
The best way to get from Waukesha to Chicago without a car is to train which takes 4h 2m and costs $55 - $95.
It takes approximately 4h 2m to get from Waukesha to Chicago, including transfers.
Waukesha to Chicago bus services, operated by Greyhound USA, depart from Milwaukee Intermodal Station.
Waukesha to Chicago train services, operated by Amtrak, depart from Milwaukee station.
The best way to get from Waukesha to Chicago is to train which takes 4h 2m and costs $55 - $95. Alternatively, you can bus, which costs $27 - $45 and takes 4h 8m.
What companies run services between Waukesha, WI, USA and Chicago, IL, USA?
Amtrak operates a train from Milwaukee to Chicago Union Station every 4 hours. Tickets cost $45–75 and the journey takes 1h 29m. Alternatively, Greyhound USA operates a bus from Milwaukee Intermodal Station to Chicago Bus Station 4 times a day. Tickets cost $16–25 and the journey takes 1h 35m. Flixbus USA also services this route 3 times a day.
Rome2Rio's guide to Amtrak
Contact 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
- $45–75
- Website
- Amtrak
#mediaviewer/File:Super_Dome_car.jpg "Hiawatha dome car")
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from O'Hare to Jackson-Blue
- Ave. Duration
- 43 min
- Frequency
- Every 10 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a day
- Estimated price
- $16–25
- Website
- Greyhound
- 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
- $14–21
- Schedules at
- Flixbus USA
- Phone
- (866) 912 6224
- [email protected]
- Website
- coachusa.com
Bus from Goerke's Corners Park and Ride to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 2h 25m
- Frequency
- Every 3 hours
- Estimated price
- $43–47
- Website
- coachusa.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
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
Booking & Getting There
Waukesha to Chicago bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Waukesha to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Waukesha to Chicago is 97 miles. It takes approximately 2h 3m to drive from Waukesha to Chicago.
Book your Waukesha to Chicago bus tickets online with Omio.
There are 114+ hotels available in Chicago.