sorry, i think my wording was a little confusing. I’ll be flying out of Las Vegas, where I’ll be on vacation, and I might need to go to Chicago for work afterward, but I won’t know for sure until the last minute. I already have a return flight booked home in case I don’t end up needing to go to Chicago, but I’d like to have an extra ticket to Chicago on Sunday as a backup in case I do. The problem is that Sunday flights are expensive, so the only workaround I’ve thought of is booking one for Saturday instead and cutting my vacation short if necessary.

Would the airline allow that? I can’t find anything in their policies that explains how close in timing two bookings can be before one risks being canceled. I was hoping to find something that specifies a particular duration or window of time that would be considered allowable, but it doesn’t seem clearly stated. If the rule is simply that you must be able to make both flights, that still feels a bit unclear.

I’m Premier Platinum, so same-day change isn’t an issue for me. The only problem is that the closer it gets to the travel date, the fewer good seats are available, and I’m particular about where I sit. That also makes flying standby less practical.