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

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

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)plane plane SEA - ORD
    7h 26m
    $111–464

  2. Train (Amtrak)

    1. Take the train from Seattle to Chicago Union Stationtrain train Empire Builder
    47h 28m
    $553–1,303

  3. Bus (Greyhound)

    1. Take the bus from Seattle Bus Station to Denver Union Stationbus bus Greyhound US0550
    2. Take the bus from Denver Union Station to Chicago Bus Stationbus bus Greyhound US0123S
    2d 2h
    $386–756

  4. Drive 1,999.2 mi

    1. Drive from Issaquah to Chicagocar car 1,999.2 mi
    32h
    $365–527

  5. Fly to Chicago Midway International Airport

    1. Fly from Seattle-Tacoma International Airport (SEA) to Chicago Midway International Airport (MDW)plane plane SEA - MDW
    7h 14m
    $141–614

  6. Fly to General Mitchell International Airport, train

    1. Fly from Seattle-Tacoma International Airport (SEA) to General Mitchell International Airport (MKE)plane plane SEA - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 39m
    $243–1,023

Issaquah to Chicago by bus and train (Amtrak)

Calendar11Weekly Services
Duration47h 28mAverage Duration
Ticket$553Cheapest 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 $550–1,300 and the journey takes 45h 50m.

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