The conventional wisdom on Southwest flights has been to book two one ways so that if you need to change your ticket it is less complicated. The problem is that if you decide to book Early Bird CheckIn each charge is $12.50. If you book a round trip ticket, the total for those fees is $25, so it is eligible for a travel award with your Barclays Arrival +. In order to be certain that the website does not charge you per leg, i.e. $12.50 charges, I called Southwest yesterday to pay for the Early Bird fees. It showed up on my pending transactions as a $25 charge for each round trip, so can be easily used for travel awards regardless of what happens with that flight in the future.