Does this cover
ANY roundtrip travel, even for tickets purchased via 3rd party portals (eg travelocity, priceline, ...?)
To be eligible for this coverage, you need to purchase
either a portion or the entire cost of your Common Carrier fare using
your Account.
I think it should, especially if we are talking about paying with points (and taxes on credit card)
Also, what happens if you get delayed multiple times on the same trip(on different legs?)