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

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There are 9 ways to get from Chicago to Bend by plane, train, bus, bus (Greyhound, Flixbus, Amtrak), 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)planeORD - RDM
    9h 49m
    $154–721

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)planeORD - PDX
    2. Take the bus from Portland International Airport to Hawthorne Station, Bendbus
    11h 15m
    $150–537

  3. Train, bus

    1. Take the train from Chicago Union Station to PortlandtrainEmpire Builder
    2. Take the bus from Portland Union Station to Bend Hawthorne StationbusBend to Portland Express
    2d 3h
    $333–581

  4. Bus

    1. Take the bus from Chicago Bus Station to Denver Union Stationbus
    2. Take the bus from Denver Union Station to Sparks Transit Centerbus
    3. Take the bus from Sparks Transit Center to Sacramento Bus Stationbus
    4. Take the bus from Sacramento Bus Station to Eugenebus
    5. Take the bus from University of Oregon - Jaqua Academic Center to Bend Hawthorne Stationbus
    2d 12h
    $243–538

  5. Drive 1,989.3 mi

    1. Drive from Chicago to Bendcar1,989.3 mi
    32h 53m
    $363–525

  6. 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)planeORD - EUG
    2. Take the bus from University of Oregon - Jaqua Academic Center to Bend Hawthorne Stationbus
    10h 23m
    $240–905

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

    1. Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)planeMDW - PDX
    2. Take the bus from Portland International Airport to Hawthorne Station, Bendbus
    10h 57m
    $260–967

  8. Train to General Mitchell International Airport, fly to Roberts Field-Redmond Municipal Airport

    1. Take the train from Chicago Union Station to Milwaukeetrain
    2. Fly from General Mitchell International Airport (MKE) to Roberts Field-Redmond Municipal Airport (RDM)planeMKE - RDM
    10h 53m
    $296–1,433

  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)planeMDW - RDM
    9h 49m
    $204–921

Chicago to Bend by train and bus

Calendar11Weekly Services
Duration2d 3hAverage Duration
Ticket$333Cheapest Price
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Questions & Answers

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

Alaska Airlines, Inc., Delta, 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, Sparks Transit Center, Sacramento Bus Station, and University of Oregon - Jaqua Academic Center in around 2d 12h.

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