I would make my next card the SW Business card. We often act as though its expected for Chase to hand us multiple biz cards (and for good reason because they do for most people)...but if for some reason you get denied you can't get your CP now over a wasted CIC application. As long as you manage your spend correctly and hit the MSR in January you should be fine to go for the SW biz in October and pursue a 2019/2020 CP. If you're looking for some guidance on what to avoid with that plan read here:
https://www.reddit.com/r/churning/comments/9h4yc0/applying_for_southwest_cards_cp_late_in_the_year/ (this is all the issues people have had when pursuing a SW CP).
Also - what is your plan for getting to 110k SW points? The biz card will get you 60k (plus some base depending on how much spend falls in 2019). We all hope the personal cards go up to 50k at some point but what if they don't? Will you just take a 40k and spend your way to 110k? Do you have a SW flight coming up where you can apply in flight?
Good luck in whatever you decide to do!
EDIT: I would also say there would be little risk in trying for a CIC then in the new year if you let 3-4 months pass from your SW personal application.
EDIT2: I highly recommend that ANYBODY who is pursuing a 2019/2020 companion pass read that link I posted. It's some GREAT insight into how to properly earn the CP.