Our friends at Southwest are back with their annual Cyber Monday Sale, and the good news is its not just a one-day affair – these deals will stick around through Thursday. One-way tickets are available for as low as $39 or $78 roundtrip on interisland Hawaii flights, and domestic flights across the continental 48 start at $98 roundtrip.

Roughly 4,300 routes are part of this sale, so click away and score yourself a cheap winter or spring getaway.

Travel Availability

  • Travel Period: Now through May 20, 2020, with a 14-day advance purchase for continental U.S. travel.
  • Travel Days of the Week: Monday - Thursday & Saturdays.
  • Blackout Dates: December 21-23, 26-30, 2019, and January 4-5, 2020; Other markets have different blackout dates listed below.

Departures to Las Vegas and select Florida airports are available Sunday through Wednesday; Travel from Las Vegas and certain cities in Florida is valid Tuesday through Friday.

Routes outside the continental U.S. require a 21-day advance purchase. Interisland Hawaiian fares are valid for travel on Tuesdays and Wednesdays, starting January 7, 2020. Tickets to/from San Juan, Puerto Rico are valid Mondays through Thursdays, from January 13 - March 5, and April 14 - May 14, 2020.

International travel is valid through January 7 - March 5, and April 14 - May 14, 2020. Trips to Mexico are valid Sundays through Wednesdays; Travel from Mexico is valid Tuesdays through Fridays. All other international travel is open Mondays through Thursdays.

Related: The Complete List of Southwest Airlines International Destinations

Some routes may be seasonal or begin service in 2020. A few markets only have nonstop flights on limited days of the week.

Sale Period

Tickets must be purchased by Thursday, December 5, 2019, at 11:59 pm PT.

Sample Sale Fares

Please note, these fares are only available on Southwest.com. Other carriers regularly match these sale fares, so be sure to compare to find the best deal.

Domestic Flights

All fares also work in the reverse direction.

Honolulu to Kauai $78 roundtrip, nonstop

Maui to Kona $78 roundtrip, nonstop

Atlanta to Greenville $98 roundtrip, nonstop

San Diego to San Jose $108 roundtrip, nonstop

Salt Lake City to Las Vegas $118 roundtrip, nonstop

Ontario to San Francisco $118 roundtrip, nonstop

Boston to Baltimore $118 roundtrip, nonstop

El Paso to Phoenix $118 roundtrip, nonstop

Oakland to Los Angeles $138 roundtrip, nonstop

Nashville to Charlotte $148 roundtrip, nonstop

Memphis to Atlanta $154 roundtrip, nonstop

Portland to Burbank $158 roundtrip, nonstop

Baltimore to Cincinnati $166 roundtrip, nonstop

Little Rock to Houston-Hobby $172 roundtrip, nonstop

Columbus to Washington DC-National $178 roundtrip, nonstop

Seattle to Denver $182 roundtrip, nonstop

Indianapolis to Chicago-Midway $184 roundtrip, nonstop

Dallas-Love Field to Austin $186 roundtrip, nonstop

Albuquerque to Denver $190 roundtrip

Pittsburgh to Orlando $200 roundtrip, nonstop

Albany to Ft. Lauderdale $202 roundtrip, nonstop

Houston-Hobby to Atlanta $204 roundtrip, nonstop

Denver to Long Beach $208 roundtrip, nonstop

Minneapolis to Dallas-Love Field $212 roundtrip, nonstop

New York-LGA to Tampa $218 roundtrip, nonstop

Chicago-Midway to Pittsburgh $220 roundtrip, nonstop

Hartford to Ft. Lauderdale $222 roundtrip, nonstop

Boise to San Diego $224 roundtrip, nonstop

Boston to Charlotte $246 roundtrip, nonstop

Philadelphia to St. Louis $288 roundtrip, nonstop

These are the advertised sale fares. Many routes have lower unadvertised tickets available.

International Flights

Ft. Lauderdale to Grand Cayman $212 roundtrip, nonstop

Ft. Lauderdale to Nassau $235 roundtrip, nonstop

Tampa to Havana $249 roundtrip, nonstop

Ft. Lauderdale to San Jose, Costa Rica $263 roundtrip, nonstop

Orlando to Montego Bay $289 roundtrip, nonstop

San Diego to Los Cabos $293 roundtrip, nonstop

Houston-Hobby to Cozumel $340 roundtrip, nonstop

Related: How to Fly Southwest Airlines (And Get the Seat You Want)


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 Washington DC DCA on Thursday, March 12, returning from Providence PVD on Monday, March 16, 2020, for $118 roundtrip.

Stay on top of breaking sales, fare drops, and more! Follow us on Twitter at @Airfarewatchdog. And make sure to sign up for FREE alerts to be notified when prices drop.

Featured image: Carlos E. Santa Maria / Shutterstock
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