Southwest periodically make flights for further in the future available. You can now book flights through October 30th, 2020. On April 23, 2020 the schedule will be extended again until January 4th, 2021. I can’t see many people booking travel right now though.
Southwest has a pretty good cancellation/refunds policy, depending on the fare you’ve booked you’ll either receive a credit towards a future flight(Wanna Get Away) or cash refund (Business Select or Anytime – returned to credit card if you used one). That means it’s often best to book flights as soon as they become available and periodically check to see if the price has decreased, if it has you can click ‘change flight’

