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

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There are 9 ways to get from Chicago to Sisters by plane, bus, train, 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 Mahlon Sweet Field Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Mahlon Sweet Field Airport (EUG)plane plane ORD - EUG
    2. Take the bus from University of Oregon - Jaqua Academic Center to Sistersbus bus
    9h 46m
    $168–645

  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 Sistersbus bus Bend to Portland Express
    2d 2h
    $625–1,379

  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 Union Station to Sistersbus bus
    2d 6h
    $390–782

  4. Drive 2,010.1 mi

    1. Drive from Chicago to Sisterscar car 2,010.1 mi
    33h 31m
    $367–530

  5. Fly Chicago O'Hare International Airport to Roberts Field-Redmond Municipal Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Roberts Field-Redmond Municipal Airport (RDM)plane plane ORD - RDM
    11h 18m
    $246–1,112

  6. 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
    12h 29m
    $499–2,171

  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
    11h 47m
    $292–1,169

  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 13m
    $222–819

  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 37m
    $356–1,512

Chicago to Sisters by train and bus

Calendar7Weekly Services
Duration2d 2hAverage Duration
Ticket$625Cheapest Price
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Questions & Answers

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

You can take a bus from Chicago Bus Station to Sisters via Denver Union Station, Pasco Bus Stop, Portland Curbside Bus Stop, and Portland Union Station in around 2d 6h. Alternatively, 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.

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