Hawaii on sale: flights from around the US and Canada

Scott’s Cheap Flights is listing deals from a ton of cities in the US and Canada to Hawaii. While not all of the prices are hot, the breadth of the sale means there are many cities that don’t often see sales with good prices to Hawaii. Furthermore, departures from Canada can be a great deal, with round trip flights from Montreal and Toronto ringing in around $456.

Hilton Waikoloa Village Kona

The sales are good to Maui (OGG), Kona (KOA), and Honolulu (HNL). Many of the flights listed below may be even cheaper if you book through OTAs at meta-search site Momondo. For ease of compilation and modification of dates and cities, results from Google Flights are shown. If you find a set of dates with a price you like, put the same cities and dates in at Momondo.com and you may be able to save a few bucks (though YMMV with regard to reliability of the OTAs there).

Some examples follow (click the images to go to Google Flights), but subscribe to Scott’s Cheap Flights for more info.

Billings to Maui from $543

Boston to Honolulu from $569

Appetizer at Alan Wong’s in Honolulu

Minneapolis to Honolulu from $568

Montreal to Maui from $456 (similar prices to Kona and Honolulu)

New York to Maui from $588 (good use of an Alaska companion fare)


Volcanoes National Park lava flow

Oklahoma City to Maui from $594

Omaha to Kona from $564

Toronto to Honolulu from $456 (similar price to Kona or Maui)

Bottom line

There are some solid prices to the Hawaiian islands available. There are decent prices from many more cities — it’s worth putting in your preferred cities at dates at Google Flights to see what’s available. Many of these prices are available between now and May 2018, but YMMV based on city pairs. For those who have signed up for an Alaska Airlines Visa Signature card with a free companion fare, deals on Alaska may be particularly attractive. You may be able to open jaw with a return from a different island — I certainly recommend trying to see at least two islands if you have the time. If you find any other notable deals, feel free to add them in the comments.

I promise, we really did go to the Old Maui Luau, no matter how much it looks like we were photoshopped.

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.

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Marius Trip

Some of these flights are pretty tough – two stops, Seattle and San Francisco? Those are 12 hours or more. Yikes.


Hi Nick- This question shows the depth of my ignorance. If I previously bought a one way ticket for a higher cost, can I get reimbursed for the difference if there is availability , or am I stuck with what I bought (my presumption)?


[…] Hawaii on sale: flights from around the US and Canada: Most of these prices are still available. Toronto and Montreal to Hawaii for $456 is a standout, but there are also good prices from cities like Omaha, Minneapolis, and Billings. […]