Start the year by booking a cheap flight on Southwest Airlines. The latest 3-day sale features advertised fares as low as $29 one-way on Interisland Hawaii flights and continental U.S. travel starting from $45 one-way or $94 roundtrip. Several international routes are also on sale.

As always, many routes have lower unadvertised fares available than what Southwest advertises in its weekly sale. You'll often find drastically lower fares in markets that compete with ultra-low-cost carriers — many are under or close to $100 roundtrip.

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, Tuesdays, Wednesdays, Thursdays, and Saturdays, for most routes. See below for variances by market.
  • Blackout Dates: None listed.

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. may require a 21-day advance purchase. Interisland Hawaiian fares are valid for travel on Tuesdays and Wednesdays. Tickets to/from San Juan, Puerto Rico are valid Mondays through Thursdays, through March 5, and April 14 - May 14, 2020.

International travel is valid through 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 the spring. A few markets only have nonstop flights on limited days of the week.

Sale Period

Tickets must be purchased by Thursday, January 9, 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 Hilo $58 roundtrip, nonstop

Honolulu to Lihue $58 roundtrip, nonstop

Maui to Kona $58 roundtrip, nonstop

Atlanta to Greenville $94 roundtrip, nonstop

Atlanta to Nashville $98 roundtrip, nonstop

San Francisco to Las Vegas $98 roundtrip, nonstop

Oakland to Reno $118 roundtrip, nonstop

Seattle to San Jose $118 roundtrip, nonstop

Chicago to Cincinnati $156 roundtrip, nonstop

Portland to Oakland $158 roundtrip, nonstop

Los Angeles to El Paso $168 roundtrip, nonstop

Washington D.C. to Columbus $178 roundtrip, nonstop

Dallas to Los Angeles $178 roundtrip, nonstop

Detroit to Chicago $184 roundtrip, nonstop

St. Louis to Nashville $184 roundtrip, nonstop

Baltimore to Charleston $190 roundtrip, nonstop

Albuquerque to Phoenix $194 roundtrip, nonstop

Buffalo to Ft. Lauderdale $202 roundtrip, nonstop

Nashville to Pensacola $212 roundtrip, nonstop

Houston to Milwaukee $220 roundtrip, nonstop

Chicago to Norfolk $220 roundtrip, nonstop

Indianapolis to Tampa $226 roundtrip, nonstop

Milwaukee to Washington D.C. $268 roundtrip, nonstop

Philadelphia to St. Louis $288 roundtrip, nonstop

Kansas City to New Orleans $298 roundtrip, nonstop

San Jose to Nashville $348 roundtrip, nonstop

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

International Flights

Ft. Lauderdale to Turks and Caicos $215 roundtrip, nonstop

Ft. Lauderdale to San Jose, Costa Rica $234 roundtrip, nonstop

Ft. Lauderdale to Nassau $236 roundtrip, nonstop

Tampa to Havana $249 roundtrip, nonstop

Houston-Hobby to Cozumel $274 roundtrip, nonstop

Orlando to Montego Bay $284 roundtrip, nonstop

San Diego to Los Cabos $304 roundtrip, nonstop


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


Baggage

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 Honolulu HNL on Wednesday, February 5, returning from Hilo ITO on Tuesday, February 11, for $58 roundtrip.

cheap-flight-from-honolulu-HNL-to-hilo-ITO-58-roundtrip-southwest

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

Featured image: bombermoon / Shutterstock

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