So after all of this, the earlier flight in the day was cheaper, so I was hesitant things wouldn't go well, but I canceled my reservation and my DH and son's, rebooked us all together using the points and $. We all got the free bags since I'm on the reservation now. Lessened learned I guess about booking separate. It is a little tricky though when you go to use points, a pop up comes up saying something like book your flights as one way since you're using points, then below it is a smaller box that says something like continue without doing one way flights. Anyway, all worked out, thank you everyone for your advice and help, appreciate it!