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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 47m
    $146–662

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

    cheapest
    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
    10h 59m
    $144–597

  3. 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
    $756–1,511

  4. 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
    $376–743

  5. Drive 2,014.6 mi

    1. Drive from Chicago to Sisterscar car 2,014.6 mi
    32h 58m
    $368–532

  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 Redmond Hubbus bus
    11h 40m
    $232–819

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

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Roberts Field-Redmond Municipal Airport (RDM)plane plane MKE - RDM
    11h 48m
    $244–976

  8. 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 7m
    $192–669

  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 31m
    $196–812

Chicago to Sisters by train and bus

Calendar7Weekly Services
Duration2d 2hAverage Duration
Ticket$756Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Sisters.ExpandLaunch map view
  • Distance: 1,712.9 mi
  • Duration: 10h 47m

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

Alaska Airlines, Inc., United Airlines, 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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