Should I just fly to Chicago via North Asia?

Confession time: I’m not great at planning my travels. Or the way I’d like to look at it, I always have “aspirational” travel plans. I’d hate to lock in a non-refundable domestic ticket when I could potentially have that destination be a stopover on a larger award ticket.

Fast forward to this coming weekend. I’m going to the Chicago Seminar Do, except I haven’t booked my flight yet. Why? Well, because I started looking at tickets about two months ago, and never saw fares below $500 roundtrip, which seemed crazy. So I monitored prices figuring they’d go down eventually, but they haven’t. Now I have a really hard time pulling the trigger on $500 roundtrip tickets, so even a few days out I still haven’t booked my ticket. Prices haven’t actually gone up substantially from there, so I don’t feel like I was necessarily wrong not to pull the trigger yet, but I’m still trying to get creative.

As y’all know US Airways has a promotion right now whereby you can more or less generate miles for 1.1 cents each. US Airways charges 90,000 miles for business class between the US and North Asia, so that’s roughly $1,000 for the miles needed for such a ticket.

So I can either pay ~$600 for a roundtrip ticket between Seattle and Chicago, or go to Asia for ~$1,100 (with taxes) and incorporate a stopover in Chicago. Perhaps it’s time to finally fly the “Dreamliner?”

My other thought is to try and book an American award to Europe via Chicago, but that would require Chicago to be my international gateway, or else I couldn’t have a stopover there. Now Air Berlin does fly to Chicago and I’d actually like to try them out, but they don’t have award space for the dates I need. British Airways is another option that actually is available, but they impose fuel surcharges, and at that point it just seems to make more sense to book a roundtrip flight between Seattle and Chicago.

Guess I should’ve paid a bit more attention in my college economics class when they discussed marginal value and sunk costs or whatever that stuff is… 😉

Anyone have any better ideas?

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David Guest

I'm also go to Chicago this weekend. Used AS FF miles plus cash. $169.00 net takes the sting out of it. No chance for upgrade though.

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Dax Guest

I think a genuine trip report on 2V or WN could be a lot of fun, assuming it was handled in an appropriate fashion. Endlessly bashing them because they don't live up to rosy eyed view of CX/SQ/LH would get really old mighty fast, but a more nuanced review with equal parts wit and honesty could prove interesting and enjoyable. In any case it'd probably be a lot more entertaining than some "because it's there" report on a middle of nowhere location nobody else cares about like Longyearbyen.

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UAPhil Member

Hey, Lucky, don't forget about tax deductions. If you value UA miles at 1.8 cents each, then paying 25,000 miles instead of $600 is the better choice for personal expenses, but paying the $600 may be better for business expenses (depending on your tax bracket). (Waitaminnit...there's no state income tax in Washington. So Bellevueites are in the 0% tax bracket. Oh, well.)

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mangoceviche Member

sea-lax-tpe (kitty jet)-nrt (more kitty jet)- ord-sea is the way to go. :-)

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DiscoPapa Member

I'm also voting for Amtrak. Do something different!! But you probably ought to get moving ASAP if you need to be in Chicago this weekend. CHOO CHOO!!!

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