Cheap flights from Oakland to Chicago

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Travel tip: Don't miss to visit The Renaissance Society in Hyde Park.

Check our current prices for flights from Oakland to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Oakland to Chicago, you will need to run a search below.

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From $138 / RT details

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Cheap Chicago airfares from $138/RT are provided by Cheapoair.com. Outbound flight is leaving on 01/30/2023, 10:00 pm from Oakland Intl (OAK) airport and arrives at Chicago O`hare (ORD) at 07:14 pm. The flight time is 21 hours and 14 minutes. The Returning flight departes on 02/08/2023, 10:35 am (other return dates are also available). Date posted: 05 Dec 2022

Price evolution for flights From Oakland To Chicago

Price overview for flights from Oakland to Chicago

Recent Deals on Flights from Oakland to Chicago:Roundtrip / Oneway

  • $138Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Oakland, CA (OAK)Chicago, IL (ORD)01/30/202310:00 pm
    Chicago, IL (ORD)Oakland, CA (OAK)02/08/202310:35 am
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  • $147Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Oakland, CA (OAK)Chicago, IL (ORD)01/30/202310:59 pm
    Chicago, IL (ORD)Oakland, CA (OAK)02/08/202310:35 am
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  • $362Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Oakland, CA (OAK)Chicago, IL (ORD)04/26/202304:00 pm
    Chicago, IL (ORD)Oakland, CA (OAK)05/10/202310:35 am
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  • $387Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Oakland, CA (OAK)Chicago, IL (ORD)03/15/202311:14 pm
    Chicago, IL (ORD)Oakland, CA (OAK)03/21/202305:30 pm
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  • $399Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Oakland, CA (OAK)Chicago, IL (ORD)03/15/202311:14 pm
    Chicago, IL (ORD)Oakland, CA (OAK)03/21/202303:40 pm
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  • $107Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Oakland, CA (OAK)Chicago, IL (ORD)02/21/202310:10 am
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  • $177Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Oakland, CA (OAK)Chicago, IL (ORD)02/21/202307:45 pm
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  • $212Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Oakland, CA (OAK)Chicago, IL (ORD)12/26/202206:00 pm
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  • $838Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Oakland, CA (OAK)Chicago, IL (ORD)12/26/202205:00 pm
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Know what to do when flying to Chicago?

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