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How to get fromChicago to Sitkaby plane, train, car ferry, or shuttle

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There are 5 ways to get from Chicago to Sitka by plane, train, car ferry, or shuttle

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 Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT)plane plane ORD - SIT
    26h 55m
    $184–807

  2. Train to General Mitchell International Airport, fly to Sitka Rocky Gutierrez Airport

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Sitka Rocky Gutierrez Airport (SIT)plane plane MKE - SIT
    25h 32m
    $415–1,565

  3. Fly Chicago Midway International Airport to Sitka Rocky Gutierrez Airport

    1. Fly from Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT)plane plane MDW - SIT
    27h 39m
    $264–1,107

  4. Fly Chicago O'Hare International Airport to Juneau International Airport, car ferry

    1. Fly from Chicago O'Hare International Airport (ORD) to Juneau International Airport (JNU)plane plane ORD - JNU
    2. Take the carferry from Juneau to Ferry Terminal - Sitkacarferry car ferry
    21h 59m
    $246–948

  5. Train, shuttle to Indianapolis, fly to Sitka Rocky Gutierrez Airport

    1. Take the train from Chicago Union Station to Lafayette Amtrak Stationtrain train
    2. Take a shuttle bus from Holiday Inn City Centre to Indianapolis Airportshuttle bus
    3. Fly from Indianapolis (IND) to Sitka Rocky Gutierrez Airport (SIT)plane plane IND - SIT
    35h 32m
    $395–1,406

Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT) flights

Calendar14Weekly Planes
Duration25h 23mAverage Duration
Ticket$187Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Sitka.ExpandLaunch map view
  • Distance: 2,329 mi
  • Duration: 26h 55m

What companies run services between Chicago, IL, USA and Sitka, AK, USA?

Alaska Airlines, Inc. and American Airlines fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT) twice daily.

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