Cheap flights from Alaska to Chicago

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Though residents complain about the cold weather that lasts almost through the whole year, at least on a winter day, they can duck into such popular clubs as Andy's, where there's hot jazz even at noon. The best time to visit is between May and October when the weather is the most predictable. Then you could head out to ivy-covered Wrigley Field to catch baseball's Cubs in action, or take a cruise boat under the bridges of the Chicago River at sunset.... (read more in our Chicago Travel Guide)

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Anchorage 

Check our newest flight offers to Chicago:

  • $249Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)07/12/202008:15 pm
    Chicago, IL (ORD)Anchorage, AK (ANC)07/26/202012:55 am
    flyfar.ca check price
  • $259Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)07/30/202005:00 pm
    Chicago, IL (ORD)Anchorage, AK (ANC)08/08/202012:55 am
    flyfar.ca check price
  • $305Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Anchorage, AK (ANC)Chicago, IL (ORD)07/12/202009:45 pm
    Chicago, IL (ORD)Anchorage, AK (ANC)07/26/202006:00 am
    flyfar.ca check price
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Oceanic AirlinesRichmond To Memphis Oceanic Airlines airfares from Richmond in July
$16494 Depart: 07/16/2020
Return: 07/27/2020

provided by FlyFar

Jetblue AirwaysDenver To Guayaquil Jetblue Airways airfares from Denver in October
$588 Depart: 10/16/2019
Return: 11/06/2019

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Multiple AirlinesSan Diego To Venice Multiple Airlines airfares from San Diego in August
$1376 Depart: 08/06/2019
Return: 08/20/2019

provided by Cheapoair.com

Jetblue AirwaysBoston To Fort Lauderdale Jetblue Airways airfares from Boston in July
$266 Depart: 07/22/2020
Return: 08/05/2020

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Alaska AirlinesBoston To Richmond Alaska Airlines airfares from Boston in August
$2998 Depart: 08/11/2020
Return: 08/25/2020

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Multiple AirlinesLouisville To Paris Multiple Airlines airfares from Louisville in August
$1146 Depart: 08/25/2020
Return: 09/06/2020

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Multiple AirlinesOakland To Paris Multiple Airlines airfares from Oakland in July
$1599 Depart: 07/27/2020
Return: 08/07/2020

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Oceanic AirlinesTrenton To Detroit Oceanic Airlines airfares from Trenton in July
$9122 Depart: 07/10/2020
Return: 07/16/2020

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Royal Air MarocWashington DC To Abidjan Royal Air Maroc airfares from Washington DC in January
$1131 Depart: 01/16/2019
Return: 01/23/2019

provided by FlyFar

 

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Chicago Pictures
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