United: Chicago – Boston (and vice versa). $77. Roundtrip, including all Taxes and Fees

We would never fly Spirit — but we really love what they are doing for pricing on this route. United is matching Spirit’s sale and then discounting it another $10! The last time this route was this cheap was the $87 sale from United. This also works from Boston to Chicago.

Leonard P. Zakim Bunker Hill Memorial Bridge Photo: Mistermuckle, used under Creative Commons License (By 2.0)

Sample Date:

  • January 4th – January 10th, 2012. Valid for travel until March 14th, 2012 for Tuesday and Wednesday departures. Use http://matrix.itasoftware.com flexible month search to find exact availability.


  • ORD – BOS (Boston) – ORD


  • 1,728 miles or 4.5 cents per mile



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