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How to get fromChicago to Ashlandby plane, train, car, or bus

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There are 6 ways to get from Chicago to Ashland by plane, train, car, 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. Fly from Chicago O'Hare International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Rogue Valley International - Medford Airport (MFR)plane plane ORD - MFR
    10h 51m
    $116–527

  2. Train, drive (Amtrak)

    1. Take the train from Chicago Union Station to Portlandtrain train
    2. Take the train from Portland to Klamath Fallstrain train
    3. Drive from Klamath Falls to Ashlandcar car
    2d 8h
    $840–1,707

  3. Drive 2,101.4 mi

    1. Drive from Chicago to Ashlandcar car 2,101.4 mi
    35h 6m
    $384–554

  4. Train to General Mitchell International Airport, fly

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Rogue Valley International - Medford Airport (MFR)plane plane MKE - MFR
    11h 43m
    $203–812

  5. Fly from Chicago Midway International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Rogue Valley International - Medford Airport (MFR)plane plane MDW - MFR
    10h 25m
    $156–697

  6. Train, bus

    1. Take the train from Chicago Union Station to Renotrain train
    2. Take the bus from Amtrak Reno to Corner Of Main And West Fifth Avebus bus
    3. Take the bus from Corner Of Main And West Fifth Ave to Greyhound Connection To Medford Via The Shuttle Klamath Falls + Amtrak Klamath Falls Rail Stationbus bus
    4. Take the bus from Klamath Falls to Ashlandbus bus
    2d 8h
    $761–1,537

Chicago to Ashland by train and bus

Calendar1Weekly Services
Duration2d 8hAverage Duration
Ticket$761Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Ashland.ExpandLaunch map view
  • Distance: 1,812.9 mi
  • Duration: 10h 51m

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

Alaska Airlines, Inc., United Airlines, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Rogue Valley International - Medford Airport (MFR) hourly.

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