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

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There are 4 ways to get from Chicago to Sitka by plane, train, 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 from Chicago O'Hare International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT)plane plane ORD - SIT
    11h 35m
    $164–657

  2. Train to General Mitchell International Airport, fly

    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 8m
    $321–1,188

  3. Fly from Chicago Midway International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT)plane plane MDW - SIT
    21h 34m
    $264–1,107

  4. Train, shuttle to Indianapolis, fly

    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
    18h 11m
    $333–1,139

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

Calendar21Weekly Planes
Duration9h 6mAverage Duration
Ticket$162Cheapest 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: 11h 35m

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

Alaska Airlines, Inc., American Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT) 3 times a day.

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