The Ups and Downs of Spending Miles

I have more airline miles than I need. Nearly 2 million. But I have a suspicion that my miles are going to be ripped away from me or I will throw them away on a ticket that is better paid for with cash. How could that be? You can always use miles to book hotels, upgrade your flight tickets, and even cash them in to get rewards.

Take the other day when I was trying to book a round trip flight from Boston to Rome for my wife using my miles. There is great flexibility with leaving from Boston because British Airways has four flights daily to London, however there was limited availability. To buy the ticket with points, the cost was 330,000 miles. In dollar terms, that means it would cost me $330,000 worth of purchases to get this ticket. I ended up buying the ticket instead for $1,800. My dilemma was that I could not bear the thought of losing a huge portion of my miles or $330,000 worth of purchases to buy a ticket that would actually only cost me $1,800 and give me no miles because the ticket was not mine.

I have an Irish friend who lives two doors down from me and he is an absolute expert on miles. He buys everything with miles but travels tactically off-peak and uses miles only to upgrade. Therefore, he picks up the miles for his current itinerary and uses very little miles to upgrade to a different class of service. He seems to never run out of miles as he constantly replenishes his miles with his paid ticket and offsets the upgradeable miles used with the new miles coming in.

He has explained this to me many times, and maybe it is just my bad luck, but every time I try to follow his procedure, I find that I have the wrong date or availability is blocked. In other words, if you have flexibility, you can absolutely play the miles game. Incidentally, miles now are increasingly based around price not distance. Maybe these are just the ups and downs of spending miles. If you are traveling on a cheap fare to a transatlantic destination, consider that the mileage benefit will be negligible. His main advice was that if you need to top your miles off quickly, go to California for the weekend! If you invest $1000 in a round trip ticket, then you will have created a jump into another tier and a business class upgrade to most places in the world.

If anyone has any thoughts or suggestions on using miles, I would love to hear them!

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