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Should/Can 2 One-way Itineraries be Linked?

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My wife and I are traveling BDL - SIN in late June on UAL in business class, purchased with miles. Returning SIN - BDL in mid-July, also on UAL, also in business class but purchased economy and upgraded with miles. These are two separate purchases with two different confirmation numbers. Can or should these itineraries be linked somehow? I have heard that one-way itineraries raise red flags with security and we really don't want any hassles...

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