Southwest adds Hawaii routes from San Diego ($129 / 8.2K points each way)

Southwest has recently extended its schedule and has added direct flights from San Diego to both Honolulu and Maui in Hawaii. I’m seeing good availability in both May and in early June for $129 / 8,188 Rapid Rewards points each way.

The Deal

  • Southwest Airlines has added direct routes from San Diego to both Honolulu and Maui in Hawaii

Quick Thoughts

This is obviously great news for those hoping to leverage their Southwest Companion Pass for flights to Hawaii as this should open up additional options for connecting to Hawaii for those with direct flights to San Diego as well.

I’m seeing introductory prices at $129 each way that are widely available in May and early June.

Alternatively, the cheapest flights can be booked for 8,188 points each way.

Keep in mind that Southwest recently announced an increase in the required points to earn the companion pass in 2020, so if you are hoping to pick up your pass sometime next year you will need an additional 15K points. That said, you could certainly book one ticket now and then add your companion in the future after you have earned the companion pass (if you don’t already have a pass valid through December 2020). For complete details on the pass, see our Complete Guide to the Southwest Companion Pass.

Overall, more Southwest flights to Hawaii is probably good news for everyone as it means more options for Southwest flyers and more competition for everyone else. Keep in mind that Southwest also has incredibly reasonable prices for inter-island flights, especially when you consider that their fares include 2 free checked bags (whereas you’ll pay on Hawaiian).

About Nick Reyes

Nick Reyes is a (fairly) regular guy with an animalistic passion for maximizing the value of miles and money to travel the world in comfort and style. There is little in life that he loves more than finding a fantastic deal and helping you shop smarter & harder to achieve your travel dreams.

More articles by Nick Reyes »

Regarding comments: Comments posted at the bottom of Frequent Miler pages and posts are not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved or otherwise endorsed by the bank advertiser. It is not the bank advertiser’s responsibility to ensure all posts and/or questions are answered.

Leave a Reply

3 Comment threads
5 Thread replies
Most reacted comment
Hottest comment thread
4 Comment authors
Lord Dimawise2uCaveDwellerNick Reyes Recent comment authors

This site uses Akismet to reduce spam. Learn how your comment data is processed.

Notify of

how many hours in sw plastic seat from San Diego to Hawaii?


checked SAN-OGG and the one Saturday nonstop took 6 hours…most of the others go through the northern CA cities and add hours filling the bus, layovers that switch planes, ect…so the average flight is 9 hours. Nonstops from oak and sjc cut 45 minutes off the nonstop.
We have family in SAN so I was hoping a visit to break up the long flight with a quick morning flight to finish. …non stops from DFW are 8.5 hours, so coming back on AA with a lie flay seat is a must, and going out on SW has no advantages over other coach seats, unless you can’t get free bags or have the companion pass…I will fly them interisland, Just have to find something to do with Hawaii miles I was saving for that….I guess, in the end, more options are a good thing…I just wish SW would buy some flat seaters and start flying them from their hubs to Hawaii, but I could see them stopping 3 times along the way to load them up…lol

Lord Dima
Lord Dima

Being 6’8” and based in San Diego, I’ve been waiting for southwest to launch here but hoping that this will make Alaska match its fares so I can guarantee myself an exit row seat. 5 hour flight is too much of a gamble for southwest boarding process for me :/


Get the SW Premier $149 card or upgrade like I did (4) A1-A15 credits every year ..I’m tall but not that tall.

Lord Dima
Lord Dima



[…] Route: Southwest added flights to Honolulu and Maui from San Diego. Prices start at $129! See this post on Frequent Miler for more […]