Save over $120 compared with typical rates when flying between Boston and Chicago. Flights are available on many major airlines for $87-$107 roundtrip, including tax when departing select dates into March.

Fly.com Fare Calendars:

These nonstop flights are roundtrip and include tax.

Note: Spirit Airlines charges $21-$45 for the first checked bag depending on when fee is paid. United Airlines and American Airlines charge $25 for the first checked bag. Check our baggage fee chart for more information.

Savings:

  • Over $120 compared with typical rates

Travel Dates:

  • Select dates into March 2017

Sample Screenshots:

Boston to Chicago: Fly.com Results Page

Boston to Chicago: Fly.com Results Page

Boston to Chicago: Orbitz Booking Page

Boston to Chicago: Orbitz Booking Page

Chicago to Boston: Fly.com Results Page

Chicago to Boston: Fly.com Results Page

Chicago to Boston: Orbitz Booking Page

Chicago to Boston: Orbitz Booking Page

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