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United Airlines continues to justify my utter contempt

For purposes of visiting our first nephew, we’re flying to San Francisco on Christmas Day. Before you chuckle and say, “There’s your first mistake,” bear in mind that I’d never done this before; my idea of “stressful Christmas travel” is being on I-95 North for the entire afternoon of December 24th. (Been there.)

Anyway, due to reasons beyond my control, I have 47,7xx frequent flyer miles on United. I have loathed United Airlines for over a decade and for a while refused to participate in any “loyalty” program of theirs, but the first time I went to Japan someone else was booking the flights and I decided it would be silly to pass up that many miles. Two Asian trips and a few miscellaneous European and/or domestic flights later, I’ve stacked up some credit for a service I don’t really like.

So I figured I’d use some of it on upgrades for A and me on this flight. It’s 15,000 miles per person per leg of the roundtrip, so we could do one way or the other but not both. I’ve requested upgrades before, and generally haven’t gotten them, so I figured I’d request for the outbound leg and if we didn’t get it I’d request again for the return.

Hold that idea, then: I asked United, “Based on all this business I’ve done with you, I’d like to take you up on your offer to make my flight a little more pleasant.”

Flash forward to today when I try to check in online. The second screen I see says, in effect, “Please confirm your upgrade method.” I am shown menus next to each of our names asking for such a method, but there are only two options, the null option and using “500-mile certificates”. (These certificates are sold in packs of 4 for about $315. This upgrade would cost us 12.) I try selecting that option and am delivered to a page where United asks me for ~$900 to complete the upgrade. I go back and try not selecting that option, but I get a warning box telling me I need to select a method.

This is frustrating me. I go back out and log in to my frequent flyer account. I verify the number of miles in my account and the number needed for an upgrade. I go to my itinerary which shows we’re already confirmed for an upgrade on the outbound leg. (So why can’t I check in?) I click around trying to find a setting which will let me check in.

Finally I call United’s 800 number. I am willing to bet 30,000 frequent flyer miles that the person I spoke to was geographically located south of China and east of Pakistan, not that that matters. I explained that I wanted to check in but that I was unable to get past the upgrade screen. He says several things which are confusing to me—he speaks often of 15,000 miles, which worries me because I’m not interested in one of us being upgraded without the other. He talks about the miles being already deducted, which doesn’t look right to me; I’m still showing 47,7xx on the website. Finally he puts me on hold for a few minutes and I listen to Gershwin music for a while.

When he gets back on, he tells me that because I just created a request for an upgrade on the return leg, he can’t deduct the miles for the outbound leg. Apparently he can’t remove the return leg request either. And we can’t do online check-in, we’ll have to check in at the airport.

So, as a direct result of that thought above—me taking United up on their offer to make the flight a little more comfortable—we’ll have a little more time at the airport in bureaucratic purgatory sorting out just where the hell we’re supposed to be sitting.

So to sum up, I asked United, “Based on all this business I’ve done with you, I’d like to take you up on your offer to make my flight a little more pleasant,” and they replied, “Sure! Here, let us make your flying experience more confusing and stressful!”

Is anybody surprised these guys need government bailouts and bankruptcy protection every decade or so?

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