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How to get fromDeKalb to Winonaby train (Amtrak), bus (Greyhound, Flixbus), car, train, plane, taxi, or bus

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There are 6 ways to get from DeKalb to Winona by train (Amtrak), bus (Greyhound, Flixbus), car, train, plane, taxi, 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

    best
    1. Take the train from Elburn to Chicago OTCtrain train Up-W
    2. Take the train from Chicago Union Station to Winonatrain train Empire Builder / ...
    9h 6m
    $110–219

  2. Drive 257.2 mi

    cheapest
    1. Drive from DeKalb to Winonacar car 257.2 mi
    4h 25m
    $47–68

  3. Bus

    1. Take the bus from Dekalb to Chicago Bus Stationbus bus
    2. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus bus
    3. Take the bus from Milwaukee to Winona State Univ.bus bus
    9h 55m
    $84–130

  4. Train, fly to La Crosse, taxi

    1. Take the train from Elburn to Chicago OTCtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to La Crosse (LSE)plane plane ORD - LSE
    3. Take the taxi from La-Crosse-Airport-LSE to Winonataxi taxi
    6h 25m
    $114–381

  5. Train, bus

    1. Take the train from Elburn to Chicago OTCtrain train
    2. Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus bus
    3. Take the bus from Madison to Winona State Univ.bus bus
    11h 41m
    $80–139

  6. Train, fly to Chippewa Valley Regional Airport, drive

    1. Take the train from Elburn to Chicago OTCtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Chippewa Valley Regional Airport (EAU)plane plane ORD - EAU
    3. Drive from Eau-Claire-Airport-EAU to Winonacar car
    7h 33m
    $62–330

DeKalb to Winona by bus and train

Calendar21Weekly Services
Duration9h 6mAverage Duration
Ticket$110Cheapest Price
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Questions & Answers

Map of how to get from DeKalb to Winona.ExpandLaunch map view
  • Distance: 368.7 mi
  • Duration: 9h 6m

What companies run services between DeKalb, IL, USA and Winona, MN, USA?

You can take a bus from Locust St at N 6th St - EB Stop #624 to Winona via Railroad Ave at Elburn Metra station - WB Stop #662, Elburn, Chicago OTC, Madison & Canal, Clinton & Jackson, and Chicago Union Station in around 9h 6m. Alternatively, you can take a bus from Dekalb to Winona State Univ. via Chicago Bus Station, Milwaukee Intermodal Station, and Milwaukee in around 9h 55m.

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