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

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There are 7 ways to get from Ashland to Chicago by bus, plane, 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. Bus to Gogebic–Iron County Airport, fly

    best
    1. Take the bus from Ashland to Hurley, WIbus bus
    2. Fly from Gogebic–Iron County Airport (IWD) to Chicago O'Hare International Airport (ORD)plane plane IWD - ORD
    3h 58m
    $165–257

  2. Drive to Rhinelander, fly

    cheapest
    1. Drive from Ashland to Rhinelander (RHI)car car
    2. Fly from Rhinelander (RHI) to Chicago O'Hare International Airport (ORD)plane plane RHI - ORD
    4h 58m
    $58–286

  3. Bus, train

    1. Take the bus from Ashland to Duluth Transportation Center Eastbus bus
    2. Take the bus from Duluth to St. Paulbus bus
    3. Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain train
    13h 17m
    $183–359

  4. Bus

    1. Take the bus from Ashland to Duluth Transportation Center Eastbus bus
    2. Take the bus from Duluth to St. Paulbus bus
    3. Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus bus
    13h 40m
    $113–219

  5. Drive 427.3 mi

    1. Drive from Ashland to Chicagocar car 427.3 mi
    8h 8m
    $78–113

  6. Bus to Duluth International Airport, fly

    1. Take the bus from Ashland to Duluth Transportation Center Eastbus bus
    2. Fly from Duluth International Airport (DLH) to Chicago O'Hare International Airport (ORD)plane plane DLH - ORD
    6h 30m
    $61–306

  7. Bus via Madison

    1. Take the bus from Ashland to Duluth Transportation Center Eastbus bus
    2. Take the bus from Duluth to Bloomingtonbus bus
    3. Take the bus from Mall of America - IKEA - Bloomington to Madison, WI-Lake St.bus bus
    4. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus bus
    17h 8m
    $139–239

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

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

Map of how to get from Ashland to Chicago.ExpandLaunch map view
  • Distance: 396.5 mi
  • Duration: 3h 58m

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

You can take a bus from Ashland to Chicago Bus Station via Duluth, St. Paul, and Saint Paul Union Depot in around 13h 40m.

Airlines
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