TheSwarm wrote:If I accrue UR points with chase and want to get the maximum value out of them how would I do this? I'm assuming there are certain time with certain deals. If for instance I plan a summer vacation 6 months in advance what do I look for to get the best deal assuming I'm flexible on the dates.
Not sure what you mean. You really can't plan accruing UR points aside from looking at your spend categories and picking up UR cards that match your major spend categories. There are opportunities to earn bonus points through the UR shopping portal as well but you really can't plan those as offers come and go.
On the redemption side it's just a matter of looking at the airline's FF program redemption and seeing what's available. Generally speaking you'd probably need to have points in hand well in advance.
TheSwarm wrote:Is it always better to transfer them and get better value than 20% discount?
Usually but there are specific situations where the 20% may be better value.