If i have 1 out of 2 flights confirmed, is it there a higher chance they will clear the last flight on waitlist?
Needs to be ticketed by May20, Flight is late July?
No
On 20 May if the second flight is still unconfirmed you need to ticket the first flight first at one-way rate. When the second flight is confirmed you can ticket the second flight at one-way rate and apply for a refund the miles difference between two one-way and one round-trip