Rome2Rio

How to get fromWatertown to Chicagoby train (Amtrak), bus (Greyhound, Flixbus), car, bus, plane, train, or taxi

Find Transport to Chicago

See all options
QR code to download the Rome2Rio app

Download the Rome2Rio travel app

Scan QR code with your phone to download the app

Download on the App StoreGet it on Google Play

There are 8 ways to get from Watertown to Chicago by train (Amtrak), bus (Greyhound, Flixbus), car, bus, plane, train, 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.

  1. Train (Amtrak)

    best
    1. Take the train from Columbus Amtrak Station to Chicago Union Stationtrain train Empire Builder / ...
    3h 29m
    $154–218
  2. Drive  121.3 mi

    cheapest
    1. Drive from Watertown to Chicagocar car 121.3 mi
    2h 53m
    $20–29
  3. Bus

    1. Take the bus from Johnson Creek Outlets to Milwaukee, WI - Amtrakbus bus Madison
    2. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus Greyhound US0150
    3h 41m
    $58–79
  4. Bus to General Mitchell International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Johnson Creek Outlets to Mitchell Airportbus bus
    2. Fly from General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW)plane plane MKE - MDW
    4h 2m
    $102–481
  5. Bus, train

    1. Take the bus from Johnson Creek Outlets to Milwaukee, WI - Amtrakbus bus Madison
    2. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    3h 35m
    $89–130
  6. Bus via O'Hare

    1. Take the bus from Johnson Creek Outlets to Goerke's Corners Park and Ridebus bus Madison
    2. Take the bus from Goerke's Corners Park and Ride to O'Hare International Airport - Terminal 2 Departuresbus bus Wisconsin Coach Lines
    4h 53m
    $86–104
  7. Bus to General Mitchell International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Johnson Creek Outlets to Mitchell Airportbus bus
    2. Fly from General Mitchell International Airport (MKE) to Chicago O'Hare International Airport (ORD)plane plane MKE - ORD
    4h 28m
    $747–1,011
  8. Taxi, bus to Dane County Regional Airport-Truax Field, fly to Chicago O'Hare International Airport

    1. Take the taxi from Watertown to Johnson Creek Outletstaxi taxi
    2. Take the bus from Johnson Creek Outlets to Madison, WI-Lake St.bus bus
    3. Fly from Dane County Regional Airport-Truax Field (MSN) to Chicago O'Hare International Airport (ORD)plane plane MSN - ORD
    4h 51m
    $76–289

General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW) flights

Calendar18Weekly Planes
Duration58 minAverage Duration
Ticket$55Cheapest Price
See schedules

Comparing Your Travel Options

What companies run services between Watertown, WI, USA and Chicago, IL, USA?

Amtrak operates a train from Columbus Amtrak Station to Chicago Union Station 3 times a day. Tickets cost $80–130 and the journey takes 2h 58m. Alternatively, you can take a vehicle from Watertown to Chicago Bus Station via Johnson Creek Outlets and Milwaukee Intermodal Station in around 3h 41m.

Airlines
Train operators
Bus operators
Other operators

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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Booking & Getting There