Deal alert: Flights to Hawaii from $299 available into late 2020

May 23, 2020

This post contains references to products from one or more of our advertisers. We may receive compensation when you click on links to those products. Terms apply to the offers listed on this page. For an explanation of our Advertising Policy, visit this page.

Starting Jan. 1, 2021, earn 5x points on up to $500,000 on airfare per calendar year purchased direct or via Amex Travel with the Amex Platinum card. 

Hawaii very clearly has asked tourists to stay away for now. No one knows exactly when it will be safe for some to embark on leisure travel to the Aloha State, but dreaming, planning and potentially even booking tickets with flexible change and cancellation rules is part of how my family is coping with our current realities.

Editors note: Don’t book travel unless you fully understand the penalties around changing or canceling if the COVID-19 situation still warrants such measures in the second half of the year. TPG does not recommend leisure travel at this juncture, but we are crossing our fingers and toes for travel later in 2020.

For more TPG news delivered each morning to your inbox, sign up for our daily newsletter.

If you are interested in getting something on the books, or even just want to daydream about travel, here is a sampling of round-trip paid flight deals we are seeing to Hawaii for the second half of 2020. Some of the deals go to Lihue (LIH) but the vast majority of deals we found go to Honolulu. All fares seem to run from now through October.

Visit TPG’s guide to all coronavirus news and updates

(Photo courtesy of Cavan Images/Getty Images)
(Photo courtesy of Cavan Images/Getty Images)

Flight deals currently available to Hawaii

Dallas – Honolulu: $386 on Delta

San Francisco – Honolulu: $299 on United and Hawaiian Airlines

Los Angeles – Honolulu: $327-$347 on Sun Country, Alaska, Hawaiian and American

Related: Best ways to use miles to fly to Hawaii

Charlotte – Honolulu: $384 on Delta

Award flights on the same route are running as little as 30,000 miles round-trip:

Related: Best things to do in Kauai

Houston – Honolulu: $484 on United

Also worth noting for Houston: Almost every single day from now thru the end of September has saver award availability on nonstop flights to Honolulu, costing 22,500 miles each way (or better yet, 7,500 Turkish miles each way, Citi being the easiest transfer partner if you don’t have the miles banked):

Seattle – Honolulu: $346 on American

Portland – Honolulu: $308 on American

Related: Best credit cards for booking airfare

(Photo by Clint Henderson/The Points Guy)
(Photo by Clint Henderson/The Points Guy)

How to find your own flight deals

The above is just a sampling of what we’re seeing to Hawaii, and it’s highly likely the routes you are most interested in aren’t on this list. That’s not a problem if you know how to search for your own flight deals, and here are some of our favorite tools for doing so.

Related: Tips for finding cheap award flights

Explore with Google Flights

Start exploring at Google Flights. You can search flights to your dream destinations from multiple airports to help you spot the best deal. Or, you can search from your destination (“Where from?” field) to any gateway in the United States by typing “USA” in the “Where to?” field. You’ll get a map showing the cheapest flights to airports around the country.

Here’s a map of prices for New York City to Hawaii from Google Flights. (Just keep in mind that this map shows you the next six months, so the cheapest fares may be for dates where we know we won’t be ready for leisure travel.)

Related: How to be an advanced user of Google Flights

Decide if you’ll pay with cash or points

When you find an airfare deal, you’ll need to decide if the deal is best on cash or points. That’s a personal decision that only you can make (and conserving cash right now isn’t a bad plan). There’s no right answer here, but if you have the opportunity to use just 7,500-22,500 miles each way as shown above, that’s not a bad deal. We found that the frequent flyer programs that are the most dynamically priced are currently the ones with some of the best award prices to Hawaii.

Related: Should you use miles or cash to buy airline tickets?

Understand cancellation policies before buying an airline ticket

Finally, before buying any airline ticket in the current realities, understand the cancellation and rebooking policies for the carrier you book. Airlines have been adjusting their policies to be more friendly for future bookings, but what that means can vary from airline to airline, and they may differ depending on whether you used cash or miles. While you’re now often able to rebook an airline ticket for a future date without a change fee, just remember that you’ll likely still be on the hook for any fare difference from your old ticket to the new one.

Related: Airline coronavirus change and cancellation policies

If you’re booking an airline ticket with points or miles, here are the best ways to avoid change and cancellation fees on award tickets. You can also factor in using a credit card with good built-in travel insurance (though that doesn’t kick in simply because you choose not to travel.)

Bottom line

No one can guarantee when we’ll be able to travel. The coronavirus situation is fluid with no firm end date in sight — yet. If you’re willing to make some speculative bookings for the second half of this year, you could end up traveling and having a fantastic time — or you might need to cancel or rebook for a future date. Go into each reservation with your eyes open and a firm understanding of the cancellation/rebooking terms.

Featured image of Disney Aulani by Summer Hull/The Points Guy

Chase Sapphire Preferred® Card

WELCOME OFFER: 80,000 Points


CARD HIGHLIGHTS: 3X points on dining and 2x points on travel, points transferrable to over a dozen travel partners

*Bonus value is an estimated value calculated by TPG and not the card issuer. View our latest valuations here.

Apply Now
More Things to Know
  • Earn 80,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $1,000 when you redeem through Chase Ultimate Rewards®.
  • Enjoy benefits such as a $50 annual Ultimate Rewards Hotel Credit, 5x on travel purchased through Chase Ultimate Rewards®, 3x on dining and 2x on all other travel purchases, plus more.
  • Get 25% more value when you redeem for airfare, hotels, car rentals and cruises through Chase Ultimate Rewards®. For example, 80,000 points are worth $1,000 toward travel.
  • With Pay Yourself Back℠, your points are worth 25% more during the current offer when you redeem them for statement credits against existing purchases in select, rotating categories
  • Count on Trip Cancellation/Interruption Insurance, Auto Rental Collision Damage Waiver, Lost Luggage Insurance and more.
Regular APR
16.24% - 23.24% Variable
Annual Fee
Balance Transfer Fee
Either $5 or 5% of the amount of each transfer, whichever is greater.
Recommended Credit

Editorial Disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

Disclaimer: The responses below 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.