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

Find Transport to Ashland

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There are 7 ways to get from Chicago to Ashland by plane, bus, train, bus (Greyhound, Flixbus), or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly to Gogebic–Iron County Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Gogebic–Iron County Airport (IWD)plane plane ORD - IWD
    2. Take the bus from Hurley, WI to Ashlandbus bus
    4h 58m
    $166–258

  2. Fly to Rhinelander, drive

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Rhinelander (RHI)plane plane ORD - RHI
    2. Drive from Rhinelander (RHI) to Ashlandcar car
    5h 47m
    $64–330

  3. Train, bus

    1. Take the train from Chicago Union Station to St. Paul-Minneapolistrain train
    2. Take the bus from St. Paul to Duluthbus bus Moa
    3. Take the bus from Duluth Transportation Center East to Ashlandbus bus
    13h 21m
    $187–359

  4. Bus

    1. Take the bus from Chicago Bus Station to Saint Paul Union Depotbus bus
    2. Take the bus from St. Paul to Duluthbus bus Moa
    3. Take the bus from Duluth Transportation Center East to Ashlandbus bus
    13h 35m
    $117–210

  5. Drive 426.2 mi

    1. Drive from Chicago to Ashlandcar car 426.2 mi
    8h 9m
    $78–113

  6. Fly to Duluth International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Duluth International Airport (DLH)plane plane ORD - DLH
    2. Take the bus from Duluth Transportation Center East to Ashlandbus bus
    7h 27m
    $66–356

  7. Bus via Madison

    1. Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus bus
    2. Take the bus from Madison, WI-Lake St. to Mall of America - IKEA - Bloomingtonbus bus
    3. Take the bus from Bloomington to Duluthbus bus Moa
    4. Take the bus from Duluth Transportation Center East to Ashlandbus bus
    16h 20m
    $139–228

Chicago O'Hare International Airport (ORD) to Gogebic–Iron County Airport (IWD) flights

Calendar6Weekly Planes
Duration1h 15mAverage Duration
Ticket$135Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Ashland.ExpandLaunch map view
  • Distance: 396.5 mi
  • Duration: 4h 58m

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

You can take a bus from Chicago Bus Station to Ashland via Saint Paul Union Depot, St. Paul, and Duluth Transportation Center East in around 13h 35m.

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