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

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There are 9 ways to get from Chicago to Bend by plane, train, bus, 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 Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Roberts Field-Redmond Municipal Airport (RDM)plane plane ORD - RDM
    9h 33m
    $88–395

  2. Train, bus

    1. Take the train from Chicago Union Station to Portlandtrain train Empire Builder
    2. Take the bus from Portland Union Station to Bend Hawthorne Stationbus bus Bend to Portland Express
    2d 3h
    $1,255–1,970

  3. Bus

    1. Take the bus from Chicago Bus Station to Denver Union Stationbus bus
    2. Take the bus from Denver Union Station to Pasco Bus Stopbus bus
    3. Take the bus from Pasco Bus Stop to Portland Curbside Bus Stopbus bus
    4. Take the bus from Portland Flix/Greyhound to Bend Hawthorne Stationbus bus
    2d 8h
    $447–726

  4. Drive  1,989.2 mi

    1. Drive from Chicago to Bendcar car 1,989.2 mi
    33h 2m
    $352–508

  5. Fly Chicago O'Hare International Airport to Portland International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)plane plane ORD - PDX
    2. Take the bus from Portland International Airport to Hawthorne Station, Bendbus bus
    11h 14m
    $230–367

  6. Fly Chicago Midway International Airport to Portland International Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)plane plane MDW - PDX
    2. Take the bus from Portland International Airport to Hawthorne Station, Bendbus bus
    11h 4m
    $230–867

  7. Fly Chicago O'Hare International Airport to Mahlon Sweet Field Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Mahlon Sweet Field Airport (EUG)plane plane ORD - EUG
    2. Take the bus from Eugene Amtrak Bus Platform to Bend Hawthorne Stationbus bus
    11h 51m
    $106–452

  8. Fly Chicago Midway International Airport to Mahlon Sweet Field Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Mahlon Sweet Field Airport (EUG)plane plane MDW - EUG
    2. Take the bus from Eugene Amtrak Bus Platform to Bend Hawthorne Stationbus bus
    14h 4m
    $166–712

  9. Fly Chicago Midway International Airport to Roberts Field-Redmond Municipal Airport

    1. Fly from Chicago Midway International Airport (MDW) to Roberts Field-Redmond Municipal Airport (RDM)plane plane MDW - RDM
    10h 40m
    $144–665

Chicago to Bend by train and bus

Calendar7Weekly Services
Duration2d 3hAverage Duration
Ticket$1,255Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Bend.ExpandLaunch map view
  • Distance: 1,707.8 mi
  • Duration: 9h 33m

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

United Airlines, Alaska Airlines, Inc., and two other airlines fly from Chicago O'Hare International Airport (ORD) to Roberts Field-Redmond Municipal Airport (RDM) hourly. Alternatively, you can take a bus from Chicago Bus Station to Bend Hawthorne Station via Denver Union Station, Pasco Bus Stop, Portland Curbside Bus Stop, and Portland Flix/Greyhound in around 2d 8h.

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