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How to get fromPendleton to Chicagoby bus, plane, taxi, train, bus (Greyhound), or car

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There are 8 ways to get from Pendleton to Chicago by bus, plane, taxi, train, bus (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. Bus, bus to Tri-Cities Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from City Hall - Library to Walla Walla Transfer Centerbus bus
    2. Take the bus from Valley Transit Center to Tri-Cities Airportbus bus
    3. Fly from Tri-Cities Airport (PSC) to Chicago O'Hare International Airport (ORD)plane plane PSC - ORD
    10h 54m
    $81–319

  2. Taxi, train (Amtrak)

    1. Take the taxi from Pendleton to Pasco Amtrak Stationtaxi taxi
    2. Take the train from Pasco Amtrak Station to Chicago Union Stationtrain train Empire Builder
    43h 22m
    $1,231–1,855

  3. Bus

    1. Take the bus from City Hall - Library to Lagrande Transit Hubbus bus
    2. Take the bus from La Grande Bus Station to Denver Union Stationbus bus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    44h 12m
    $320–530

  4. Drive  1,895.5 mi

    1. Drive from Pendleton to Chicagocar car 1,895.5 mi
    29h 48m
    $346–500

  5. Bus, bus to Tri-Cities Airport, fly to Chicago Midway International Airport

    1. Take the bus from City Hall - Library to Walla Walla Transfer Centerbus bus
    2. Take the bus from Valley Transit Center to Tri-Cities Airportbus bus
    3. Fly from Tri-Cities Airport (PSC) to Chicago Midway International Airport (MDW)plane plane PSC - MDW
    11h 18m
    $101–399

  6. Fly Eastern Oregon Regional Airport to Chicago Midway International Airport

    1. Fly from Eastern Oregon Regional Airport (PDT) to Chicago Midway International Airport (MDW)plane plane PDT - MDW
    10h 15m
    $152–455

  7. Fly Eastern Oregon Regional Airport to Chicago O'Hare International Airport

    1. Fly from Eastern Oregon Regional Airport (PDT) to Chicago O'Hare International Airport (ORD)plane plane PDT - ORD
    8h 39m
    $112–495

  8. Bus to Walla Walla Regional Airport, fly to Chicago Midway International Airport

    1. Take the bus from Walmart to Walla Walla Transfer Centerbus bus
    2. Fly from Walla Walla Regional Airport (ALW) to Chicago Midway International Airport (MDW)plane plane ALW - MDW
    12h 28m
    $147–662

Pendleton to Chicago by bus

Calendar7Weekly Buses
Duration44h 12mAverage Duration
Ticket$320Cheapest Price
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Comparing Your Travel Options

Map of how to get from Pendleton to Chicago.ExpandLaunch map view
  • Distance: 1,681.3 mi
  • Duration: 10h 54m

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

You can take a bus from City Hall - Library to Chicago Bus Station via La Grande Bus Station and Denver Union Station in around 44h 12m. Alternatively, Boutique Air, Southwest Airlines, and three other airlines fly from Eastern Oregon Regional Airport (PDT) to Chicago Midway International Airport (MDW) 4 times a day.

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