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How to get fromChicago Midway Airport (MDW) to Oregonby plane, train (Amtrak), bus (Greyhound, Flixbus), train, or car

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There are 9 ways to get from Chicago Midway Airport (MDW) to Oregon by plane, train (Amtrak), bus (Greyhound, Flixbus), train, 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 Midway International Airport to Portland International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX)plane plane MDW - PDX
    4h 53m
    $172–692

  2. Fly Chicago Midway International Airport to Rogue Valley International - Medford Airport

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Rogue Valley International - Medford Airport (MFR)plane plane MDW - MFR
    7h 34m
    $152–646

  3. Fly Chicago O'Hare International Airport to Portland International Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Portland International Airport (PDX)plane plane ORD - PDX
    7h 27m
    $198–313

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Portlandtrain train Empire Builder
    47h 59m
    $706–1,508

  5. 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
    2d 4h
    $355–686

  6. Fly Chicago Midway International Airport to Mahlon Sweet Field Airport

    1. Fly from Chicago Midway International Airport (MDW) to Mahlon Sweet Field Airport (EUG)plane plane MDW - EUG
    7h 11m
    $162–654

  7. Fly Chicago Midway International Airport to Seattle-Tacoma International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Seattle-Tacoma International Airport (SEA)plane plane MDW - SEA
    2. Take the train from Tacoma to Portlandtrain train
    9h 8m
    $208–773

  8. 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
    7h 46m
    $165–672

  9. Drive 2,080.2 mi

    1. Drive from Chicago Midway Airport (MDW) to Portlandcar car 2,080.2 mi
    33h 59m
    $380–549

Chicago Midway Airport (MDW) to Oregon by subway, bus, and train (Amtrak)

Calendar7Weekly Services
Duration47h 59mAverage Duration
Ticket$706Cheapest Price
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Questions & Answers

Map of how to get from Chicago Midway Airport (MDW) to Oregon.ExpandLaunch map view
  • Distance: 1,758.3 mi
  • Duration: 4h 53m

What companies run services between Chicago Midway Airport (MDW), USA and Oregon, USA?

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Portland International Airport (PDX) 5 times a day. Alternatively, Amtrak operates a train from Chicago Union Station to Portland once daily. Tickets cost $700–1,500 and the journey takes 46h 12m.

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