There are 7 ways to get from Chicago to Watertown by train, bus, bus (Greyhound, Flixbus), car, plane, or taxi
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, bus
best- Take the train from Chicago Union Station to Milwaukeetrain Hiawatha Service / ...
- Take the bus from Milwaukee, WI - Amtrak to Johnson Creek Outletsbus Daily Route / ...
3h 29m$72–123Drive 121.1 mi
cheapest- Drive from Chicago to Watertowncar 121.1 mi
2h 52m$23–32Bus via Milwaukee
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus Greyhound US0150 / ...
- Take the bus from Milwaukee, WI - Amtrak to Johnson Creek Outletsbus Daily Route / ...
3h 40m$58–95Fly Chicago O'Hare International Airport to Dane County Regional Airport-Truax Field, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Dane County Regional Airport-Truax Field (MSN)plane ORD - MSN
- Take the taxi from Madison-Airport-MSN to Watertowntaxi
3h 35m$162–525Bus
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus Van Galder
- Take the bus from UW Madison Campus - N Lake St to Johnson Creekbus Mad-Mil / ...
5h 40m$72–115Fly Chicago O'Hare International Airport to General Mitchell International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to General Mitchell International Airport (MKE)plane ORD - MKE
- Take the bus from Mitchell Airport to Johnson Creek Outletsbus
5h 8m$648–1,062Fly Chicago Midway International Airport to General Mitchell International Airport, bus
- Fly from Chicago Midway International Airport (MDW) to General Mitchell International Airport (MKE)plane MDW - MKE
- Take the bus from Mitchell Airport to Johnson Creek Outletsbus
4h 45m$102–512
Chicago O'Hare International Airport (ORD) to Dane County Regional Airport-Truax Field (MSN) flights
Questions & Answers
The cheapest way to get from Chicago to Watertown is to drive which costs $22 - $35 and takes 2h 52m.
The fastest way to get from Chicago to Watertown is to drive which takes 2h 52m and costs $22 - $35.
No, there is no direct bus from Chicago station to Watertown. However, there are services departing from Chicago Bus Station and arriving at Johnson Creek Outlets via Milwaukee, WI - Amtrak. The journey, including transfers, takes approximately 3h 40m.
The distance between Chicago and Watertown is 138 miles. The road distance is 121.8 miles.
The best way to get from Chicago to Watertown without a car is to train and bus which takes 3h 29m and costs $70 - $130.
It takes approximately 3h 29m to get from Chicago to Watertown, including transfers.
Chicago to Watertown bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Watertown bus services, operated by Greyhound USA, arrive at Milwaukee Intermodal Station.
Yes, the driving distance between Chicago to Watertown is 122 miles. It takes approximately 2h 52m to drive from Chicago to Watertown.
There are 23+ hotels available in Watertown.
What companies run services between Chicago, IL, USA and Watertown, WI, USA?
You can take a bus from Chicago Bus Station to Watertown via Milwaukee, WI - Amtrak and Johnson Creek Outlets in around 3h 40m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Dane County Regional Airport-Truax Field
- Ave. Duration
- 1h 9m
- When
- Every day
- Estimated price
- $50–380
Flights from Chicago O'Hare International Airport to General Mitchell International Airport
- Ave. Duration
- 1h 6m
- When
- Every day
- Estimated price
- $40–340
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Dane County Regional Airport-Truax Field
- Ave. Duration
- 1h 9m
- When
- Every day
- Estimated price
- $50–380
Flights from Chicago O'Hare International Airport to General Mitchell International Airport
- Ave. Duration
- 59 min
- When
- Every day
- Estimated price
- $40–340
- Website
- southwest.com
Flights from Chicago Midway International Airport to General Mitchell International Airport
- Ave. Duration
- 48 min
- When
- Every day
- Estimated price
- $55–450
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 414-266-4409
- [email protected]
- Website
- badgerbus.com
Bus from Milwaukee, WI - Amtrak to Johnson Creek Outlets
- Ave. Duration
- 50 min
- Frequency
- Every 4 hours
- Estimated price
- $17–23
- Website
- https://badgerbus.com
Bus from Milwaukee, WI - Amtrak to Johnson Creek Outlets
- Ave. Duration
- 50 min
- Frequency
- Every 4 hours
- Estimated price
- $17–23
- Website
- https://badgerbus.com
Bus from UW Madison Campus - N Lake St to Johnson Creek
- Ave. Duration
- 40 min
- Frequency
- Every 3 hours
- Schedules at
- example.com
Bus from Mitchell Airport to Johnson Creek Outlets
- Ave. Duration
- 1h 15m
- Frequency
- Every 4 hours
- Estimated price
- $18–24
- Website
- https://badgerbus.com
Bus from Mitchell Airport to Johnson Creek Outlets
- Ave. Duration
- 1h 15m
- Frequency
- Every 4 hours
- Estimated price
- $18–24
- Website
- https://badgerbus.com
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Milwaukee, WI - Amtrak to Johnson Creek Outlets
- Ave. Duration
- 40 min
- Frequency
- Once daily
- Estimated price
- $22–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $22–35
Bus from Milwaukee, WI - Amtrak to Johnson Creek Outlets
- Ave. Duration
- 40 min
- Frequency
- Once daily
- Estimated price
- $22–35
- Book at
- https://www.jeffersonlines.com
- Adult
- $22–35
Bus from UW Madison Campus - N Lake St to Johnson Creek
- Ave. Duration
- 45 min
- Frequency
- Twice daily
- Estimated price
- $19–28
- Book at
- https://www.jeffersonlines.com
- Adult
- $19–28
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 40m
- Frequency
- 4 times a day
- Estimated price
- $14–27
- Website
- https://www.greyhound.com/
- Website
- greyhound.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Schedules at
- greyhound.com
- Website
- flixbus.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Schedules at
- flixbus.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $14–24
- Schedules at
- flixbus.com
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- coachusa.com
Bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campus
- Ave. Duration
- 3h 50m
- Frequency
- Hourly
- Estimated price
- $25–55
- Schedules at
- coachusa.com
- Adult
- $25–55
- Ave. Duration
- 47 min
- Estimated price
- $110–140
Green Cab of Madison
- Phone
- +1 608-255-1234
- Website
- greencabmadison.com
Madison Taxi
- Phone
- +1 608-255-8294
- Website
- madtaxi.com
Union Cab of Madison
- Phone
- +1 608-242-2000
- Website
- unioncab.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











