Southwest is gearing up for the cold weather with its Winter Sale, with fares starting at $39 one-way for travel this winter.

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Travel Availability

  • Travel Period: December 1 through December 15; and January 5 through March 9, 2022. Travel to/from San Juan, Puerto Rico December 1 through December 9; and January 10 through March 9, 2022.
  • Travel Days of the Week: Tuesdays and Wednesdays 

Sale Period

Tickets must be purchased by Thursday, November 11, at 11:59 pm CT.


Sale fares include a carry-on bag, a personal item, and two free checked bags up to 50lbs/23kg each.

Seat Assignments

Southwest has an open seating policy, which means there are no assigned seats, and you'll get to choose your place during boarding. The order of boarding is determined by the time of check-in, so check-in exactly 24 hours before departure or pay for priority boarding for a better choice of seat.

Example Booking

Searching Southwest's website, I found seats departing Pittsburgh PIT on Tuesday, January 11, returning from Orlando MCO on Wednesday, January 19, for $158 roundtrip.

Screenshot of a Southwest Airlines fare search
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