Cheap Flights to Hawaii Just Keep Getting Cheaper ($300 or Less?!)

$300 or Less to Paradise: Flights to Hawaii are Dropping for 2021!

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Months since reopening to travelers with COVID-19 testing requirements, Hawaii is slowly but surely regaining its footing as a tourist magnet. And airlines are rewarding that renewed interest with a slew of the cheapest flight prices we’ve ever seen to Hawaii through 2021.

Again and again (and again), airlines have been slashing already-cheap flights to Hawaii even further, for travel as far out as summer 2021 and beyond. Over the last few weeks, we’ve sent our Thrifty Traveler Premium members nearly a dozen fares to Hawaii under $400 from across the country – and some even under $200 roundtrip! So even if Hawaii isn’t in the cards now, it’s cheaper than ever to lock in your future trip to the islands.

cheap flights to hawaii 

Want to get deals like this one to Hawaii, plus with other dirt-cheap domestic and international fares? Try out Thrifty Traveler Premium for just $5.99 a month!

Hawaii launched its long-awaited pre-travel testing program back in October,  allowing most travelers to bypass 14-day quarantines by providing a negative COVID-19 test taken no more than 72 hours before departure. Unlike all international destinations, there’s no need to get a second COVID-19 before returning home. And Hawaii officials are even considering replacing testing requirements with proof of vaccination for your next visit. 

To learn more about current COVID testing and entry requirements, read our master guide for updates on Hawaii travel restrictions.

As leaving the country gets more complicated, more travelers are plotting their return to Hawaii. And that’s driving a massive trend in cheap flights. We found these deals in the last few weeks and instantly alerted our Premium members. Most have already sold out.

But the beauty of these deals is that all major U.S. airlines are allowing free changes or cancellation. That means you can book the next cheap fare for 2021, then change or cancel your trip (for a voucher) for free if travel to Hawaii hasn’t resumed in time.

So what are we seeing, flight-wise? And why does it stand out so much? We’re so glad you asked.


The Deals

Getting a cheap flight to Hawaii is never a sure thing. Paying $600 to $800 or more per ticket can be the norm, and travelers can go months without seeing even a halfway decent deal to the islands.

But that has changed in a big way: The flight deals and fare wars to Hawaii are red-hot right now. In the last two months alone, we’ve found and sent Thrifty Traveler Premium members nearly a dozen flight deals under $400 round-trip – all for travel through spring 2021. 

cheap flights to hawaii 

And it’s not just the West Coast that’s getting the love from airlines, though that’s almost always where you’ll find the cheapest fares. We’ve seen one-stop flights to Honolulu (HNL), Maui (OGG), and The Big Island (KOA) nationwide at half-off or more, including:

  • Minneapolis-St. Paul (MSP) to Honolulu for $303 roundtrip flying Delta!
  • Minneapolis-St. Paul (MSP) to Maui for just $293 roundtrip, again with Delta!
  • Dallas-Fort Worth (DFW) to all four islands for just $248 roundtrip total
  • Chicago-O’Hare (ORD) to Honolulu (HNL) for only $267
  • Flights from East Coast cities like Boston (BOS), Philadelphia (PHL), and even Miami (MIA) under $360 roundtrip!
  • Nationwide flights from smaller cities like Appleton (ATW), Boise (BOI), and Spokane (GEG) for $400 roundtrip or less.


cheap flights to hawaii 

Wanna do it for even less? If you’ve got a few thousand SkyMiles, you could have flown out to Hawaii and back thanks to one of the cheapest Delta SkyMiles flash sales we’ve ever found. That’s right: 14,000 SkyMiles roundtrip to get to Honolulu or Maui.

cheap flights to hawaii skymiles deal 

Remember: It’s not like you need to hop on a plane soon and subject yourself to 14 days of quarantine to capitalize on this slew of cheap flight deals. We’re focused on finding cheap flights to Hawaii later in 2021. While many of the best deals are for travel this spring, we’re already finding flight deals as far out as January 2022!

cheap flights to Hawaii premium deal 

To learn more about current COVID testing and entry requirements, read our master guide for updates on Hawaii travel restrictions.

Breaking Down These Cheap Flights to Hawaii

It’s tough to know exactly what’s behind these enormous and frequent sales on flights to Hawaii. No matter the reason, it’s a chance for travelers to take advantage of a dirt-cheap fare to paradise for later this year.

Although Hawaii has been back open for travel for months, the uncertainty surrounding travel during the pandemic has many travelers hesitant to pull the trigger on a big trip. And for many months, it’s clear that Hawaii’s entry restrictions scared off many would-be visitors.

But with winter settling in and new international travel restrictions and lockdowns, Hawaii is regaining its place in the spotlight. Airlines that are eager to fill up seats may be capitalizing on growing demand to get to Hawaii with cheaper fares.

flights to hawaii 

So airlines are turning to the most powerful tool they have: price. They’re batting it out for a piece of your wallet. And that’s a win for any travelers with a cheap trip to Hawaii in mind for later in 2021.


Bottom Line

This is real. Moreso than perhaps ever before, airlines are regularly slashing flight prices to Hawaii as far out as summer 2021 and beyond. This trend has built up for weeks, and we hope (and think) it will continue. The savings can be enormous.

And that’s your chance to capitalize: Booking one of these Thrifty Traveler Premium flight deals is the difference between paying $800-plus for your next trip to Hawaii later this year … or less than half that.

Score your own cheap flights to Hawaii, try Thrifty Traveler Premium for $5.99 a month! 

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.

3 Responses

    • Not exactly. Alaska (and all airlines) are constantly playing with airfares. You can find them every month of the year.

  • We have been watching flights in September 2021 for a week and about 3 weeks ago they jumped from $700 up to $1100. Any chance you think they might come back down? We previously had tickets for Feb for $450 round trip, but had to delay the trip.

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