Originally Posted by
Post Scriptum
Quite practical that such thread exist. Our family has ~10h layover at ORD in june while coming from domestic, was planning to visit city center BUT
As outbound flight is on different PNR, changes are 0% that AA would check baggages through to AY, regardless or OW status? Hilton would sound like reasonable option but can one trust on it still existing, cash payment sounds like off-the-books arrangement that has tendency to disappear quickly.
If AA won't check the bag through (it seems to me they would, even if you're on two reservations) then you'll have to pick up the bag at ORD anyway. Just take it to the AY desk and check it there, assuming someone is at the desk.