American Airlines via ShermansTravel offers American Airlines Nationwide 1-Way Fares, with prices starting at $39.20. (On the ShermansTravel landing page, click on "website" in the top paragraph to see this sale.) We found this price departing New York, NY, (LGA), with arrival in Chicago, IL, (ORD), on January 16, 2018. That's the lowest price we could find for select routes by at least $13. Book this travel deal by December 31 for travel on select days in January and February 2018.

Prices, dates, and booking details were valid at the time of publication.