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How to get fromChicago Midway Airport (MDW) to Alaskaby plane or car

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There are 7 ways to get from Chicago Midway Airport (MDW) to Alaska by plane or car

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 Anchorage International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Anchorage International Airport (ANC)plane plane MDW - ANC
    8h 51m
    $448–1,657

  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
    12h 4m
    $216–862

  3. Fly Chicago O'Hare International Airport to Anchorage International Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Anchorage International Airport (ANC)plane plane ORD - ANC
    9h 46m
    $236–362

  4. Drive 3,566.3 mi

    1. Drive from Chicago-Midway-Airport-MDW to Anchoragecar car 3,566.3 mi
    2d 17h
    $651–941

  5. Fly Chicago O'Hare International Airport to Fairbanks

    1. Fly from Chicago O'Hare International Airport (ORD) to Fairbanks (FAI)plane plane ORD - FAI
    10h 9m
    $276–1,112

  6. Fly Chicago Midway International Airport to Juneau International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Juneau International Airport (JNU)plane plane MDW - JNU
    9h 8m
    $270–1,009

  7. 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
    12h 8m
    $277–1,040

Chicago Midway International Airport (MDW) to Anchorage International Airport (ANC) flights

Calendar32Weekly Planes
Duration9h 18mAverage Duration
Ticket$446Cheapest Price
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Questions & Answers

Map of how to get from Chicago Midway Airport (MDW) to Alaska.ExpandLaunch map view
  • Distance: 2,859.2 mi
  • Duration: 8h 51m

What companies run services between Chicago Midway Airport (MDW), USA and Alaska, USA?

Delta, Southwest Airlines, and Alaska Airlines, Inc. fly from Chicago Midway International Airport (MDW) to Anchorage International Airport (ANC) 5 times a day.

Airlines

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