Can you give more information about your travel dates?
I saw that you are from Kentucky so I assumed Louisville as the originating airport. I looked at SWA's flexible dates view and here's what I got:
View attachment 310540
To get from MCO back to KY:
View attachment 310541
I'll be honest at least from that glance..that's not skyhigh pricing per way. Actually the average from my home airport of KCI for September was nearly $400 RT though a sale came along and we got it down to under $300 RT and that's non-stop. In our market non-stop is almost always the cheapest however looking at Louisville's market that's not the case. The above pictures are just showing the cheapest option available so of course the particular flight you want could def. be higher.
Now that all being said Columbus Day is October 8th so I can totally see why getting down to Orlando on Saturday the 7th is higher than the Saturdays after the holiday has passed.
Keep in mind different markets have different flight options, different pricing and different sales too.