Rome2Rio

How to get fromChicago to Issaquahby plane, train (Amtrak), car or train

Find Transport to Issaquah

See all options

There are 5 ways to get from Chicago to Issaquah by plane, train (Amtrak), 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 from Chicago O'Hare International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Seattle-Tacoma International Airport (SEA)planeORD - SEA
    8h 17m
    $128–561

  2. Train (Amtrak)

    1. Take the train from Chicago Union Station to SeattletrainEmpire Builder
    47h 21m
    $308–1,710

  3. Drive 1,999 mi

    1. Drive from Chicago to Issaquahcar1,999 mi
    31h 42m
    $365–527

  4. Fly from Chicago Midway International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Seattle-Tacoma International Airport (SEA)planeMDW - SEA
    8h
    $148–661

  5. Train to General Mitchell International Airport, fly

    1. Take the train from Chicago Union Station to Milwaukeetrain
    2. Fly from General Mitchell International Airport (MKE) to Seattle-Tacoma International Airport (SEA)planeMKE - SEA
    9h 22m
    $241–1,077

Chicago to Issaquah by train, foot, and bus (Amtrak)

Calendar11Weekly Services
Duration47h 21mAverage Duration
Ticket$308Cheapest Price
See schedules

Questions & Answers

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

American Airlines, Alaska Airlines, Inc., and two other airlines fly from Chicago O'Hare International Airport (ORD) to Seattle-Tacoma International Airport (SEA) hourly. Alternatively, Amtrak operates a train from Chicago Union Station to Seattle twice daily. Tickets cost $300–1,800 and the journey takes 46h 24m.

Transport is disrupted due to the Russia-Ukraine war. Read more

Airlines
Train operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Trips from Chicago

Trips to Issaquah

Popular routes