A few months ago, Amy and I began to plan our trip home this summer. At the time, I was beginning to worry that future airline mile devaluations could further erode my Chase Ultimate Rewards point balance. Rather than continue to stockpile points (a depreciating and unpredictable asset), I thought it would be a good time to use some of our points to fly back home in (relative) comfort.

Through the Chase Sapphire web portal, it is possible to transfer miles to a large number of frequent flyer programs that operate from Singapore including United, Korean Air and Singapore Airlines.

In general, Singapore and Korean offer superior products. However, the United website is far easier to use and provides availability through several Star Alliance partner airlines. After searching all three websites I found a good flight on the United website with two business class seats available. Our one way itinerary was the following:

Flight 1 – Business Class:

  • Singapore to Tokyo Narita
  • Boeing 777-300ER
  • Operated by the Japanese carrier All Nippon Airways (ANA)

Flight 2 – Business Class:

  • Tokyo Narita to Toronto Canada
  • Boeing 787-9 Dreamliner
  • Operated by Air Canada

Flight 3 – Economy:

  • Toronto Canada to Washington DC (Dulles)
  • Bombardier CRJ-200
  • Operated by Air Canada Express – Air Georgian

We were able to book the above itinerary using a combination of existing United Miles and transferring Chase Ultimate Reward points to my United account. In all, the above itinerary cost 80,000 points for each ticket and approximately US$55.00.

If we had purchased the tickets instead of using miles, they would have cost anywhere from US$8,000 to US$10,000 for the pair.

Occasionally, there are some inconveniences with booking partner awards on the United website. In this case, we were able to pick our seats on the first leg of the itinerary (i.e., the flight operated by ANA) but not on the second and third legs (the Air Canada flights). Rather annoyingly, Air Canada does not allow travelers who purchase their tickets on partner airlines to pick their Air Canada seats until they check in for the flight.

I will write more about the flights in future posts, but I’ve included a few preliminary photos below. Unfortunately, I left Singapore just as I was coming down with a bit of a cold. So although the business class seats were fantastic, and far superior to the equivalent in Coach, I wasn’t able to fully enjoy the business class experience.

Our ANA 777 after landing in Tokyo


Our Air Canada 787-9 Dreamliner

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