Cheap flights from Alaska to Chicago

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Chicago is home to internationally recognized names in the entertainment scene: the Chicago Symphony, Lyric Opera, and Steppenwolf Theatre, Gutsy Steppenwolf Theater regularly showcase the talents of remarkable local actors. The Grammy-laden Chicago Symphony Orchestra is appreciated both at home and abroad and the Lyric Opera's lavish productions boast world-class singers and conductors. And let’s not forget film criticism, TV talk (who doesn't know Oprah!) and Second City... (read more in our Chicago Travel Guide)

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Anchorage 

Check our newest flight offers to Chicago:

  • $520Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)05/30/201711:30 pm
    Chicago, IL (ORD)Anchorage, AK (ANC)06/14/201707:20 pm
    flyfar.ca check price
  • $522Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)05/30/201711:30 pm
    Chicago, IL (ORD)Anchorage, AK (ANC)06/14/201707:20 pm
    travelgrove.com check price
  • $522Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)03/07/201712:45 am
    Chicago, IL (ORD)Anchorage, AK (ANC)03/14/201709:15 am
    travelgrove.com check price
  • $529Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)03/07/201712:45 am
    Chicago, IL (ORD)Anchorage, AK (ANC)03/14/201707:30 am
    flyfar.ca check price
  • $531Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)03/07/201712:45 am
    Chicago, IL (ORD)Anchorage, AK (ANC)03/14/201709:15 am
    flyfar.ca check price
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