United / Delta / jetBlue: Fly Between New York and Chicago For Only $35-$43 Each Way!

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Priceline Booking Link

You can currently snag flights from New York to Chicago or vice versa from Chicago to New York for just $35.10-$43.10 each way, on select dates! Flights are available either on Delta, United or jetBlue.

This sale fare is bookable on Priceline. With Priceline, tickets purchased are fully refundable until 11:29pm EST the next business day.

When searching for these flights, search as one way tickets, as round-trip may price out higher. There are limited seats available on each date, so initially try searching for one seat and then add one passenger at a time, to get as many seats as possible with the sale price.

Current valid dates from New York to Chicago:

  • March: 8, 9, 14, 15, 16, 21, 22, 23, 29, 30.
  • April: 5, 6, 12, 13, 19, 20, 26, 27.
  • May: 3, 4, 10, 11, 17, 18.

Current valid dates from Chicago to New York:

  • March: 8, 9, 10, 15, 16, 17, 22, 23, 29, 30.
  • April: 5, 6, 12, 13, 19, 20, 26, 27.
  • May: 3, 4, 7, 10, 11.

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