We are not sure what day we will be returning on, so can I book both (while the cost is low) and just cancel the one we don't need? Will SW allow this?
I have plenty of SW miles, so can use miles for all flights.
I did this one time and booked them all as one way. Couldn't decide on 12/ 2 - 12/9 or 12/4 - 12/11 so I booked them as 4 different flights - no issue.