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

Find Transport to Chicago

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There are 5 ways to get from Waterloo to Chicago by train (Amtrak), bus (Flixbus, Greyhound), 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 Columbus Amtrak Station to Chicago Union Stationtrain train Empire Builder / ...
    3h 18m
    $67–115

  2. Drive 129.5 mi

    cheapest
    1. Drive from Waterloo to Chicagocar car 129.5 mi
    2h 57m
    $24–35

  3. Bus via Milwaukee

    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 FlixBus 2548 / ...
    4h 33m
    $93–119

  4. Fly

    1. Fly from Dane County Regional Airport-Truax Field (MSN) to Chicago O'Hare International Airport (ORD)plane plane MSN - ORD
    2h 27m
    $111–382

  5. Bus

    1. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus bus Van Galder
    5h 51m
    $78–111

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

Calendar83Weekly Planes
Duration1h 10mAverage Duration
Ticket$36Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Columbus Amtrak Station to Chicago Union Station 3 times a day. Tickets cost $25–65 and the journey takes 2h 58m. Alternatively, you can take a vehicle from Waterloo to Chicago Bus Station via Johnson Creek Outlets and Milwaukee Intermodal Station in around 4h 33m.

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Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

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