Cheap flights from Alaska to Chicago

Travel > North America > United States > Alaska to Chicago flights

If you want to visit a vibrant, energetic city that's rich in heritage, culture, entertainment, and commerce, Chicago runs right up there with the big dogs. You could start by visiting downtown which is the center for government, finance, and commerce of Chicago and is encircled by The Loop, named for the elevated train tracks that loop around the central area. Tall skyscrapers such as the world's second-tallest building, the Sears Tower, and the Chicago Board of Trade are landmarks... (read more in our Chicago Travel Guide)

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Anchorage 

Check our newest flight offers to Chicago:

  • $408Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)02/19/202005:00 am
    Chicago, IL (ORD)Anchorage, AK (ANC)02/26/202005:35 pm
    cheapoair.com check price
  • $408Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)02/04/202002:25 am
    Chicago, IL (ORD)Anchorage, AK (ANC)02/19/202005:35 pm
    cheapoair.com check price
  • $411Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)02/19/202005:00 am
    Chicago, IL (ORD)Anchorage, AK (ANC)02/26/202005:35 pm
    flyfar.ca check price
  • $411Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)02/04/202002:25 am
    Chicago, IL (ORD)Anchorage, AK (ANC)02/19/202005:35 pm
    flightnetwork.com check price
  • $411Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)02/19/202005:00 am
    Chicago, IL (ORD)Anchorage, AK (ANC)02/26/202005:35 pm
    flightnetwork.com check price
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