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

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There are 9 ways to get from Chicago to Sisters 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
    10h 50m
    $92–393

  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 Sisters Mobility Hubbus bus Bend to Portland Express
    2d 2h
    $1,257–1,973

  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 Sisters Mobility Hubbus bus
    2d 7h
    $446–718

  4. Drive  2,010.2 mi

    1. Drive from Chicago to Sisterscar car 2,010.2 mi
    32h 19m
    $344–497

  5. 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 Sisters Mobility Hubbus bus
    11h 9m
    $104–442

  6. 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 Redmond Hubbus bus
    12h 15m
    $232–369

  7. 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 Redmond Hubbus bus
    12h 5m
    $232–869

  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 Sisters Mobility Hubbus bus
    13h 27m
    $164–702

  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
    11h 57m
    $146–663

Chicago to Sisters by train and bus

Calendar7Weekly Services
Duration2d 2hAverage Duration
Ticket$1,257Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Sisters.ExpandLaunch map view
  • Distance: 1,712.9 mi
  • Duration: 10h 50m

What companies run services between Chicago, IL, USA and Sisters, 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 Sisters Mobility Hub via Denver Union Station, Pasco Bus Stop, Portland Curbside Bus Stop, and Portland Flix/Greyhound in around 2d 7h.

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