I understand if you keep thinking about the SW cards because there is such love for it on here. I am also in a Delta hub though, and same as you while we could technically fly SW to our principal destination as a family is Orlando and there is never a direct flight there. (But three times a day non stop on Delta).
If I were you, I would get the Delta Amex Platinum now. $195 fee but every year on your anniversary you get a companion certificate that is good for flights inside US. For me, that pays for itself pretty much every year. Once your fee is due on the Delta Gold in September maybe downgrade it to the new Delta Blue one (no fee). The regular sign up on the Platinum now is not great, but if you apply through a referral link by 1/31 it is 70,000 miles and a refund of $100 on first Delta purchase. I just applied for the Delta Platinum Business with the referral of my husband, 70,000 miles can fly 3 of us to MCO (other 2 on the companion certificate). It is a little silly now as between both of us we will now have 4 Delta Platinum. The thing is it works for us though as when you have to fly 5 the certificate is way handy. Just don’t make the mistake like I did years ago and upgrade your Gold to a Platinum. Then you miss out on the bonus.
Another card to think about for Delta flights is the Amex SPG personal. Even if you don’t intend to stay on Starwood properties for every 20,000 points you can transfer to Delta with a 5,000 mile bonus. I.e. transfer 20,000 SPG points get 25,000 skymiles. You probably want to do that sooner rather than later too as it is supposed to be going away. You could also go to Disney and stay at the Swan or Dolphin.
Our trip in a couple weeks I am flying on the miles from SPG points we got this Spring on sign up bonuses and then staying on property with UR points. The Freedom can make sense if you can max out the categories. The Freedom Unlimited is a good option for a go to Visa card for places that only take Visa and not Amex. Easy to build UR’s. Because you have the CSR it is easy to transfer.
I love my Chase Disney but it is probably because it just makes me happy because it has Elsa on it.
I don’t have yet but will probably try to get next fall the Chase Marriott. For hotels etc that might make sense for you too.
Hope that helps!