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How to get fromRedmond to Chicagoby plane, bus, train, bus (Flixbus, Greyhound), or car

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

    best
    1. Fly from Roberts Field-Redmond Municipal Airport (RDM) to Chicago O'Hare International Airport (ORD)plane plane RDM - ORD
    8h 32m
    $97–410

  2. Bus, train

    1. Take the bus from Redmond Hub to Portland Union Stationbus bus Central Oregon Breeze
    2. Take the train from Portland to Chicago Union Stationtrain train Empire Builder
    2d 2h
    $716–1,561

  3. Bus

    1. Take the bus from Redmond Hub to Portland Union Stationbus bus
    2. Take the bus from Portland Curbside Bus Stop to Pasco Bus Stopbus bus
    3. Take the bus from Pasco Bus Stop to Denver Union Stationbus bus
    4. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 5h
    $411–801

  4. Drive 1,995.5 mi

    1. Drive from Redmond to Chicagocar car 1,995.5 mi
    32h 33m
    $365–526

  5. Bus to Portland International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Redmond Hub to Cleveland Avenue MAX Station, Greshambus bus
    2. Fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)plane plane PDX - ORD
    9h 33m
    $264–370

  6. Bus to Portland International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Redmond Hub to Cleveland Avenue MAX Station, Greshambus bus
    2. Fly from Portland International Airport (PDX) to Chicago Midway International Airport (MDW)plane plane PDX - MDW
    9h 26m
    $194–620

  7. Fly Roberts Field-Redmond Municipal Airport to General Mitchell International Airport, train

    1. Fly from Roberts Field-Redmond Municipal Airport (RDM) to General Mitchell International Airport (MKE)plane plane RDM - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    10h 25m
    $189–780

  8. Bus to Mahlon Sweet Field Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Redmond Transit Center to Eugene Amtrak Bus Platformbus bus
    2. Fly from Mahlon Sweet Field Airport (EUG) to Chicago O'Hare International Airport (ORD)plane plane EUG - ORD
    10h 39m
    $118–498

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

    1. Fly from Roberts Field-Redmond Municipal Airport (RDM) to Chicago Midway International Airport (MDW)plane plane RDM - MDW
    8h 12m
    $112–480

Redmond to Chicago by bus and train

Calendar7Weekly Services
Duration2d 2hAverage Duration
Ticket$716Cheapest Price
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Questions & Answers

Map of how to get from Redmond to Chicago.ExpandLaunch map view
  • Distance: 1,695.4 mi
  • Duration: 8h 32m

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

United Airlines, Alaska Airlines, Inc., and two other airlines fly from Roberts Field-Redmond Municipal Airport (RDM) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a bus from Redmond Hub to Chicago Bus Station via Portland Union Station, Portland Curbside Bus Stop, Pasco Bus Stop, and Denver Union Station in around 2d 5h.

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