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

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There are 5 ways to get from Chicago to Sitka by plane, car ferry, 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 Chicago Midway International Airport to Sitka Rocky Gutierrez Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT)plane plane MDW - SIT
    26h 40m
    $214–907
  2. Fly Chicago O'Hare International Airport to Sitka Rocky Gutierrez Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Sitka Rocky Gutierrez Airport (SIT)plane plane ORD - SIT
    11h 2m
    $154–657
  3. 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 car ferry from Juneau to Ferry Terminal - Sitkacarferry car ferry
    22h 21m
    $216–798
  4. Train to South Bend, fly to Sitka Rocky Gutierrez Airport

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Sitka Rocky Gutierrez Airport (SIT)plane plane SBN - SIT
    26h 12m
    $285–1,116
  5. 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
    14h 42m
    $326–1,420

Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT) flights

Calendar29Weekly Planes
Duration27h 34mAverage Duration
Ticket$213Cheapest Price
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Questions & Answers

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

Southwest Airlines, Alaska Airlines, Inc., and Delta fly from Chicago Midway International Airport (MDW) to Sitka Rocky Gutierrez Airport (SIT) 4 times a day.

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