Excellent Award Tickets to Hawaii from New York City, Chicago, St. Louis, and More using Flying Blue


One of my favorite frequent flier programs and one which I utilize quite frequently is Flying Blue. This is the frequent flier program for Air France and KLM, but one which you could also use to book flights on Delta as well as other airlines that are part of the Sky Team alliance. Flying Blue is also a transfer partner for Chase Ultimate Rewards, American Express Membership Rewards, Citi ThankYou Rewards, and Starwood Preferred Guest. If you have a credit card (see examples below) that earns points for any of the above programs, you can transfer those points into Flying Blue and then book a flight on a multitude of Sky Team partners.


All of these credit cards earn points that can be transferred into Flying Blue. With regards to Chase Sapphire Reserve and Preferred, points from the Chase Freedom and Freedom Unlimited can be combined to maximize the benefits.


In this post, I’ll go into detail on using those points on Delta for an excellent redemption to Hawaii starting from late August and into early November. While there are many cities where you can find these redemptions, I’ll go over NYC, Chicago, and St. Louis. Every one of these trips only costs 30k points round trip to and from Hawaii. The cash price on these tickets is well over $600.

New York City to Honolulu



If you have flexibility, you have several days from late August into late September that offers a departure for 15k points.



Many return dates also utilizing 15k points per person

You also have several days on the return trip that have a 15k points per person.  If you were going to a book a flight from September 9th-18th using cash, you would paying at least $782 per person below. With the award redemption you’re getting round trip tickets for 2 people for a total of 60k points.



Chicago to Maui



If you have some flexibility, plenty of departure dates using only 15k points per person



And plenty of return dates also using 15k points per person.

If you were going to pay with cash, a sample search from September 27th – October 4th is pictured below. This will give you an idea of how much you would pay in cash. The same dates using Flying Blue redemptions would be 30k points per person.



St. Louis to Kona



St. Louis has many days in September that offer departures to Kona for 15k points per person. Kona is a district located in the Big Island of Hawaii.


Unfortunately, there aren’t as many dates available on the way back. If you have flexibility, you can use an itinerary such as September 11-18th. This would give you the 30k round trip redemption per person. And if you were to pay with cash for those same dates………


In all of these examples, you are getting an excellent value of more than 2 cents per mile for these redemptions. Keep in mind, all these routes would be flown on Delta Airlines. If you want to explore multiple islands, inter-island flights between islands are usually reasonable in price. So let’s say in the above example you landed in Kona but want to explore Oahu or Maui, you can check to see if there are 1 way redemptions from either of those islands back to St. Louis for 15k and plan accordingly. If you have JetBlue points accrued, you can use those to redeem for inter-island flights on Hawaiian Airlines . This is what I did when I flew from Maui to Kauai last December.



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