Rome2Rio

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

Find Transport to Chicago

See all options

There are 6 ways to get from Issaquah to Chicago by plane, train (Amtrak), shuttle, bus, 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 34m
    $158–291

  2. Fly to Chicago Midway International Airport

    cheapest
    1. Fly from Seattle-Tacoma International Airport (SEA) to Chicago Midway International Airport (MDW)plane plane SEA - MDW
    7h 21m
    $118–491

  3. Train (Amtrak)

    1. Take the train from Seattle to Chicago Union Stationtrain train Empire Builder
    47h 32m
    $606–1,406

  4. Shuttle, bus

    1. Take a shuttle bus from North Bend - Premium Outlets, WA to Firing Center Road Park and Rideshuttle bus
    2. Take the bus from Yakima to Denver Union Stationbus bus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 3h
    $369–699

  5. Drive 1,999.2 mi

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

  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 57m
    $301–535

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

Calendar7Weekly Services
Duration47h 32mAverage Duration
Ticket$606Cheapest Price
See schedules

Questions & Answers

Map of how to get from Issaquah to Chicago.ExpandLaunch map view
  • Distance: 1,764 mi
  • Duration: 7h 34m

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

Alaska Airlines, Inc., American Airlines, 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 once daily. Tickets cost $600–1,400 and the journey takes 45h 50m.

Airlines
Train operators
Bus 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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers