Rome2Rio

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

Find Transport to Chicago

See all options

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 30m
    $554–2,247

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

    cheapest
    1. Fly from Sitka Rocky Gutierrez Airport (SIT) to Chicago O'Hare International Airport (ORD)plane plane SIT - ORD
    9h 53m
    $174–757

  3. Drive 3,563.4 mi

    1. Drive from Anchorage to Chicagocar car 3,563.4 mi
    2d 17h
    $651–940

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

    1. Fly from Juneau International Airport (JNU) to Chicago O'Hare International Airport (ORD)plane plane JNU - ORD
    10h 19m
    $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 14m
    $195–759

  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
    12h 20m
    $406–1,666

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

Calendar76Weekly Planes
Duration8h 11mAverage Duration
Ticket$557Cheapest Price
See schedules

Questions & Answers

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

American Airlines, Alaska Airlines, Inc., and two other airlines fly from Anchorage International Airport (ANC) to Chicago O'Hare International Airport (ORD) every 2 hours.

Airlines
Train operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Where to next?

Trips from Alaska

Trips to Chicago

Popular routes