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Two Tickets - Checking Bags

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In May, I'm taking my 9 yr old great nephew to Disneyworld. I made two different reservations on United:

No. 1 for just me - PHX - DEN going out the night before he and I are leaving for our trip and returning DEN - PHX several days later.

No. 2 for both of us - DEN - MCO and then back MCO - DEN.

Now trip #1's return ticket to PHX is the same date as our return to Denver. In other words he and I get in around Noon (he gets picked up) and then I leave again about 3:00 that same afternoon for PHX.

My question is whether it would be possible to check my bag from MCO all the way through to PHX if I show the check in agent my other boarding pass.

What do you think? Has anyone ever done this?

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