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

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There are 6 ways to get from Ashland, WI 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
    4h
    $134–228
  2. Bus to Duluth International Airport, fly

    cheapest
    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 24m
    $50–277
  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 9m
    $116–315
  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
    $71–235
  5. Drive 427.3 mi

    1. Drive from Ashland, WI to Chicagocar car 427.3 mi
    8h 15m
    $78–113
  6. Drive to Rhinelander, fly

    1. Drive from Ashland, WI to Rhinelander (RHI)car car
    2. Fly from Rhinelander (RHI) to Chicago O'Hare International Airport (ORD)plane plane RHI - ORD
    5h
    $53–256

Ashland, WI to Chicago by bus and train

Calendar7Weekly Services
Duration13h 9mAverage Duration
Ticket$116Cheapest Price
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Questions & Answers

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.

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