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How to get fromChicago to Waterlooby train (Amtrak), bus (Greyhound, Flixbus), car, plane, or bus

Find Transport to Waterloo

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There are 6 ways to get from Chicago to Waterloo by train (Amtrak), bus (Greyhound, Flixbus), car, plane, or bus

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 Chicago Union Station to Columbus Amtrak Stationtrain train Empire Builder / ...
    3h 10m
    $89–147
  2. Drive 129.3 mi

    cheapest
    1. Drive from Chicago to Waterloocar car 129.3 mi
    2h 57m
    $24–35
  3. Bus via Milwaukee

    1. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus bus Greyhound US0150 / ...
    2. Take the bus from Milwaukee, WI - Amtrak to Johnson Creek Outletsbus bus Daily Route
    3h 53m
    $81–126
  4. Fly to Dane County Regional Airport-Truax Field

    1. Fly from Chicago O'Hare International Airport (ORD) to Dane County Regional Airport-Truax Field (MSN)plane plane ORD - MSN
    3h 22m
    $118–460
  5. Bus

    1. Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus bus Van Galder
    5h 20m
    $78–116
  6. Fly to General Mitchell International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to General Mitchell International Airport (MKE)plane plane ORD - MKE
    2. Take the bus from Mitchell Airport to Johnson Creek Outletsbus bus
    5h 21m
    $620–1,044

Chicago O'Hare International Airport (ORD) to Dane County Regional Airport-Truax Field (MSN) flights

Calendar118Weekly Planes
Duration1h 9mAverage Duration
Ticket$48Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Chicago Union Station to Columbus Amtrak Station 3 times a day. Tickets cost $45–100 and the journey takes 2h 50m. Alternatively, you can take a bus from Chicago Bus Station to Waterloo via Milwaukee, WI - Amtrak and Johnson Creek Outlets in around 3h 53m.

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