How is it undisclosed? The last screen shot clearly shows PHL -> IAD and DCA -> CLE. I don't disagree that there should be text somewhere saying "hey, pay attention, you have an airport transfer in this ticket".

OP and his/her friend have no leg to stand on to request UA to pay the $56 uber fare. The OP purchased the ticket and should have known about the transfer. Sure, the airport agents in PHL could have helped but they didn't _have_ to do it and sounds like they couldn't or didn't.

OP, sorry, but you need to move on from this one. The data you needed during the booking process was there and you still chose to buy the ticket. You are not due any mileage back nor the Uber fare. What mileage were you hoping for anyway? You were already on a saver award. There are no lower mileage tickets.

-RM