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

Find Transport to Roseburg

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There are 7 ways to get from Chicago to Roseburg by plane, car, train, 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 Chicago O'Hare International Airport to Mahlon Sweet Field Airport, drive

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Mahlon Sweet Field Airport (EUG)plane plane ORD - EUG
    2. Drive from Eugene-Airport-EUG to Roseburgcar car
    8h
    $146–575

  2. Fly Chicago O'Hare International Airport to Rogue Valley International - Medford Airport, drive

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Rogue Valley International - Medford Airport (MFR)plane plane ORD - MFR
    2. Drive from Medford-Airport-MFR to Roseburgcar car
    9h 59m
    $140–580

  3. Train, drive (Amtrak)

    1. Take the train from Chicago Union Station to Portlandtrain train
    2. Take the train from Portland to Eugenetrain train
    3. Drive from Eugene to Roseburgcar car
    2d 3h
    $794–1,565

  4. Bus, drive

    1. Take the bus from Chicago Bus Station to Denver Union Stationbus bus
    2. Take the bus from Denver Union Station to Seattle Bus Stationbus bus
    3. Take the bus from Seattle Bus Station to Eugenebus bus
    4. Drive from E/S of WalMart Rd N of Thomas Ln to Roseburgcar car
    2d 13h
    $425–790

  5. Drive 2,146.3 mi

    1. Drive from Chicago to Roseburgcar car 2,146.3 mi
    37h 9m
    $392–566

  6. Fly Chicago Midway International Airport to Mahlon Sweet Field Airport, drive

    1. Fly from Chicago Midway International Airport (MDW) to Mahlon Sweet Field Airport (EUG)plane plane MDW - EUG
    2. Drive from Eugene-Airport-EUG to Roseburgcar car
    9h
    $186–775

  7. Fly Chicago Midway International Airport to Portland International Airport, train, drive

    1. Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)plane plane MDW - PDX
    2. Take the train from Portland to Eugenetrain train
    3. Drive from Eugene to Roseburgcar car
    11h 33m
    $228–862

Chicago O'Hare International Airport (ORD) to Mahlon Sweet Field Airport (EUG) flights

Calendar60Weekly Planes
Duration6h 46mAverage Duration
Ticket$133Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Roseburg.ExpandLaunch map view
  • Distance: 1,867.2 mi
  • Duration: 8h

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

There is no direct connection from Chicago to Roseburg. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Mahlon Sweet Field Airport (EUG), then drive to Roseburg. Alternatively, you can take a train from Chicago Union Station to Roseburg via Portland and Eugene in around 2d 3h.

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