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How to get fromPortland to Oswegoby plane, train, train (Amtrak), bus (Flixbus, Greyhound), or car

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There are 8 ways to get from Portland to Oswego by plane, train, train (Amtrak), 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 Portland International Airport to Chicago O'Hare International Airport, train

    best
    1. Fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)plane plane PDX - ORD
    2. Take the train from Chicago Union Station to Auroratrain train
    8h 20m
    $226–334

  2. Fly Portland International Airport to Chicago Midway International Airport, train

    cheapest
    1. Fly from Portland International Airport (PDX) to Chicago Midway International Airport (MDW)plane plane PDX - MDW
    2. Take the train from Chicago Union Station to Auroratrain train
    8h 10m
    $156–584

  3. Train

    1. Take the train from Portland to Chicago Union Stationtrain train Empire Builder
    2. Take the train from Chicago Union Station to Auroratrain train Bnsf
    47h 52m
    $753–1,493

  4. Bus

    1. Take the bus from Portland Curbside Bus Stop to Pasco Bus Stopbus bus
    2. Take the bus from Pasco Bus Stop to Denver Union Stationbus bus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    4. Take the bus from Union Station to Plainfield Park-n-Ridebus bus 755
    2d 4h
    $400–769

  5. Drive 2,062.2 mi

    1. Drive from Portland to Oswegocar car 2,062.2 mi
    33h
    $377–544

  6. Fly Portland International Airport to General Mitchell International Airport, train

    1. Fly from Portland International Airport (PDX) to General Mitchell International Airport (MKE)plane plane PDX - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    3. Take the train from Chicago Union Station to Auroratrain train
    12h 14m
    $243–903

  7. Train to Seattle-Tacoma International Airport, fly to Chicago O'Hare International Airport, train

    1. Take the train from Portland to Tacomatrain train
    2. Fly from Seattle-Tacoma International Airport (SEA) to Chicago O'Hare International Airport (ORD)plane plane SEA - ORD
    3. Take the train from Chicago Union Station to Auroratrain train
    11h 34m
    $221–405

  8. Train to Seattle-Tacoma International Airport, fly to Chicago Midway International Airport, train

    1. Take the train from Portland to Tacomatrain train
    2. Fly from Seattle-Tacoma International Airport (SEA) to Chicago Midway International Airport (MDW)plane plane SEA - MDW
    3. Take the train from Chicago Union Station to Auroratrain train
    11h 25m
    $191–615

Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD) flights

Calendar91Weekly Planes
Duration4h 41mAverage Duration
Ticket$111Cheapest Price
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Questions & Answers

Map of how to get from Portland to Oswego.ExpandLaunch map view
  • Distance: 1,807.3 mi
  • Duration: 8h 20m

What companies run services between Portland, OR, USA and Oswego, IL, USA?

You can take a train from Portland to Oswego via Chicago Union Station and Aurora in around 47h 52m. Alternatively, you can take a bus from Portland Curbside Bus Stop to Oswego via Pasco Bus Stop, Denver Union Station, Chicago Bus Station, Union Station, and Plainfield Park-n-Ride in around 2d 4h.

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