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How to get fromIssaquah to Chicagoby plane, train (Amtrak), car, train or bus

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There are 6 ways to get from Issaquah to Chicago by plane, train (Amtrak), car, train, or bus

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 to Chicago O'Hare International Airport

    best
    1. Fly from Seattle-Tacoma International Airport (SEA) to Chicago O'Hare International Airport (ORD)planeSEA - ORD
    7h 17m
    $100–418

  2. Train (Amtrak)

    1. Take the train from Seattle to Chicago Union StationtrainEmpire Builder
    47h 28m
    $313–2,003

  3. Drive 1,999.2 mi

    1. Drive from Issaquah to Chicagocar1,999.2 mi
    31h 42m
    $365–527

  4. Fly to Chicago Midway International Airport

    1. Fly from Seattle-Tacoma International Airport (SEA) to Chicago Midway International Airport (MDW)planeSEA - MDW
    7h 13m
    $125–558

  5. Fly to General Mitchell International Airport, train

    1. Fly from Seattle-Tacoma International Airport (SEA) to General Mitchell International Airport (MKE)planeSEA - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain
    9h 29m
    $260–1,128

  6. Bus, train

    1. Take the bus from Seattle Amtrak Station to Columbia Stationbus
    2. Take the train from Wenatchee Amtrak to St. Paul-Minneapolistrain
    3. Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus
    2d
    $228–648

Issaquah to Chicago by bus and train (Amtrak)

Calendar11Weekly Services
Duration47h 28mAverage Duration
Ticket$313Cheapest Price
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Questions & Answers

What companies run services between Issaquah, WA, USA and Chicago, IL, USA?

American Airlines, Alaska Airlines, Inc., and two other airlines fly from Seattle-Tacoma International Airport (SEA) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Amtrak operates a train from Seattle to Chicago Union Station twice daily. Tickets cost $310–2,000 and the journey takes 45h 50m.

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