Alaska Air: Oakland, California – Chicago (and vice versa) $241. Roundtrip, including all Taxes

A decent sale from the East Bay to Chicago. Fares to/from Chicago and the Bay Area has been really high lately, this is as about as good as it gets.

Sample Date:

  • September 12th – 18th. Valid for travel from September to November 2nd. Use ITA Software Matrix Airfare Search and flexible month search to see availability.  Must purchase 7 days advance of departure.


  • OAK – SEA (Seattle) – ORD (Chicago) – SEA – OAK


  • 4,772 miles or 5.1 cents per mile. In addition earning miles with Alaska Air’s MileagePlan program, you can also credit and earn 100% mileage by crediting this flight to Delta or American Airlines with their respective frequent flyer programs.



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