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

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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
    $119–188

  2. Drive 121.3 mi

    cheapest
    1. Drive from Watertown to Chicagocar car 121.3 mi
    2h 53m
    $23–32

  3. Bus

    1. Take the bus from Johnson Creek to Milwaukee Intermodalbus bus Mad-Mil / ...
    2. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus Greyhound US0150 / ...
    3h 43m
    $64–95

  4. Bus to General Mitchell International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Johnson Creek to Mitchell Airportbus bus
    2. Fly from General Mitchell International Airport (MKE) to Chicago Midway International Airport (MDW)plane plane MKE - MDW
    3h 58m

  5. Bus, train

    1. Take the bus from Johnson Creek to Milwaukee Intermodalbus bus Mad-Mil / ...
    2. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    3h 35m
    $77–128

  6. Bus via O'Hare

    1. Take the bus from Johnson Creek to Milwaukee Intermodalbus bus Mad-Mil / ...
    2. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus Wisconsin Coach Lines
    4h 7m
    $90–115

  7. Bus to General Mitchell International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Johnson Creek to Mitchell Airportbus bus
    2. Fly from General Mitchell International Airport (MKE) to Chicago O'Hare International Airport (ORD)plane plane MKE - ORD
    4h 27m

  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 49m
    $81–357

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

Calendar14Weekly Planes
Duration49 minAverage Duration
Ticket$44Cheapest Price
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Questions & Answers

Map of how to get from Watertown to Chicago.ExpandLaunch map view
  • Distance: 173.1 mi
  • Duration: 3h 29m

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 $45–100 and the journey takes 2h 58m. Alternatively, you can take a vehicle from Watertown to Chicago Bus Station via Johnson Creek and Milwaukee Intermodal Station in around 3h 43m.

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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.

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