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Airfare deals are typically only available on limited dates. We recommend that you use Google Flights to find dates to fly, then book through an online travel agency, such as Orbitz, which allows you to cancel flights without penalty by 11pm Eastern Time within one day of booking. Remember: Fares may disappear quickly, so book right away and take advantage of Orbitz’s courtesy cancellation if you’re unable to travel.
Deals to Hawaii are particularly rare, especially from the East Coast. American Airlines has put the island of Maui on sale, with discounted fares from New York (JFK) and Boston (BOS) from just $599 round-trip, valid for departures from early August through early October 2016. If you’re a Citi Prestige cardholder, you can use Thank You points to book your tickets. With the Citi Prestige Card, ThankYou points can be redeemed at 1.6 cents per point towards any American Airlines flight — meaning this booking would cost you just over 37,000 points, and you would still earn AAdvantage miles because it would technically be booked as a revenue ticket.
Route(s): NYC and BOS to OGG
Cost: $599+ round-trip in economy
Dates: August – October
Elite Mileage Earning: 10,500+ elite miles possible with 1 stop.
Fare Class: Q
Booking Link: Orbitz
Pay With: Premier Rewards Gold Card from American Express, Citi Prestige or Chase Sapphire Preferred
Here are a few examples of what you can book:
New York (JFK) to Maui (OGG) for $599 round-trip on American in August:
Boston (BOS) to Maui (OGG) for $609 round-trip on American in August:
New York (JFK) to Maui (OGG) for 37,000+ Citi Thank You Points round-trip on American in August:
Maximize Your Purchase
Don’t forget to use a credit card that earns additional points on airfare purchases, such as the American Express Premier Rewards Gold or Citi Prestige (3x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out this post for more on maximizing airfare purchases.
H/T: The Flight Deal
If you’re able to score one of these tickets, please share the good news in the comments below! Even after the introduction of the Chase Sapphire Reserve, the Chase Sapphire Preferred is still a fantastic choice if you want to avoid the Reserve’s $450 annual fee, earn 2x on all travel & dining and earn a 50,000 point sign up bonus.