But it does. Now you can! I'm in a roomette on the Lake Shore Limited and am bidding for a bedroom.
You can only bid-up for the entire ticketed trip. Its just like purchasing an upgrade, except it only goes through if you are the highest bid for the available space.
There is a way to link your reservations and still have the ”guaranteed connection”. You have to call to an agent and have them “cross-reference“ the reservations. This is what you have to do if you purchase one leg with points and another with dollars, but it will also work if you just have two different numbers. I’ve had a few agents do this for me, and they all claim this will make the guarantee work and it helps with checked luggage.Interesting, would that be a big point in favor of originally booking multiple legs separately? I thought I'd made a mistake booking next week's NER to DC by itself, then the Cardinal by itself, since I later read (on this forum) that you have less recourse if there are delays and cancellations. But I was pleasantly surprised to receive, a few minutes ago, an email asking if I wanted to upgrade from roomette to bedroom on the Cardinal only. That's the only leg I'd want an upgrade.
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