Update: Some offers mentioned below are no longer available. View the current offers here.Southwest Airlines flights to Hawaii are on sale. Say no more.As part of the airline’s current promotion, there are discounted fares to Hawaii from the continental United States. Flights are cheapest from the West Coast – between Oakland and Honolulu, or San Jose and Maui, fares are as low as $139 one-way or $278 round-trip.We’ve found a good number of discounted flights from January to May, which is perfect for a last-minute escape from winter, a Valentine’s Day getaway (Southwest is known as the LUV carrier) or a spring treat for yourself before the kids get out of school.Sign up for the free daily TPG newsletter for more travel tipsAs always, Southwest doesn’t charge any fees for up to two checked bags per passenger. You can even substitute a surfboard for free as one of your pieces of checked baggage.Southwest doesn’t serve meals on board, so bring a snack or lunch or be prepared to nibble on a complimentary snack box.Not sure what to expect? Read our full review of the Southwest Hawaii flight experienceAnd of course, if you’re traveling over the Pacific for a Hawaiian vacation, you should visit more than one island. Flights between the Hawaiian islands begin at just $39 one-way. At these prices, you might as well visit them all, right?Sign up for our daily newsletterEmail addressSign upI would like to subscribe to The Points Guy newsletters and special email promotions. The Points Guy will not share or sell your email. See privacy policy.To book, enter your origin city on Southwest.com and select your destination. These are the mainland cities from which Southwest flies nonstop to Hawaii:Airline: SouthwestRoutes: OAK/SAN/SJC/SMF to HNL/OGG/LIH/ITO/KOACost: From $139 one-way from the continental U.S., or $39 one-way between Hawaiian IslandsDates: January-May 2020Pay with: Platinum Card® from American Express (5x on airfare booked directly with the airline); Citi Prestige® Card (5x on airfare); Citi Premier® Card, Chase Sapphire Reserve (3x on airfare); American Express® Gold Card (3x on airfare when booked directly with the airline), or Chase Sapphire Preferred Card (2x on travel)The information for the Citi Prestige Card has been collected independently by The Points Guy. The card details on this page have not been reviewed or provided by the card issuer.Here are some examples of specific flights that are available:Oakland (OAK) to Honolulu (HNL) round-trip in May on 17,934 Rapid Rewards points and $11:or Oakland (OAK) to Honolulu (HNL) round-trip on the same dates in May for $278:San Jose (SJC) to Maui (OGG) round-trip in February for $278:or San Jose (SJC) to Maui (OGG) round-trip in February for $17,934 Rapid Rewards points and $11:Maximize your purchaseDon’t forget to use a credit card that earns additional points on airfare purchases, such as the Platinum Card® from American Express (5x on flights booked directly with airlines or American Express Travel), Chase Sapphire Reserve, American Express® Gold Card, Citi Premier® Card, Citi Prestige Card (5x on airfare), or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out this guide for more on maximizing airfare purchases.
