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How to get fromAlaska to Chicagoby plane, car, or train

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There are 6 ways to get from Alaska to Chicago by plane, 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 Anchorage International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD)plane plane ANC - ORD
    8h 29m
    $244–437

  2. Fly Juneau International Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Juneau International Airport (JNU) to Chicago O'Hare International Airport (ORD)plane plane JNU - ORD
    9h 52m
    $134–557

  3. Drive  3,565.1 mi

    1. Drive from Anchorage to Chicagocar car 3,565.1 mi
    2d 17h
    $651–940

  4. Fly Sitka Rocky Gutierrez Airport to Chicago O'Hare International Airport

    1. Fly from Sitka Rocky Gutierrez Airport (SIT) to Chicago O'Hare International Airport (ORD)plane plane SIT - ORD
    9h 44m
    $184–757

  5. Fly Fairbanks to Chicago O'Hare International Airport

    1. Fly from Fairbanks (FAI) to Chicago O'Hare International Airport (ORD)plane plane FAI - ORD
    9h 26m
    $155–609

  6. Fly Juneau International Airport to General Mitchell International Airport, train

    1. Fly from Juneau International Airport (JNU) to General Mitchell International Airport (MKE)plane plane JNU - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    13h 43m
    $279–1,041

Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) flights

Calendar41Weekly Planes
Duration8h 33mAverage Duration
Ticket$177Cheapest Price
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Comparing Your Travel Options

Map of how to get from Alaska to Chicago.ExpandLaunch map view
  • Distance: 2,863 mi
  • Duration: 8h 29m

What companies run services between Alaska, USA and Chicago, IL, USA?

Alaska Airlines, Inc., American Airlines, and two other airlines fly from Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) every 4 hours.

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