The longer filters *should* have more filter media surface area - or filter to a lower micron level with a different media - in them when compared to the shorter ones.
More filter media surface area or different media *should* result in higher oil flow through the filter with less restriction over a longer period of time.
As the filter does it's job - filtering out solid particulate matter from the oil as it passes through the filter - the pressure drop across the filter with more area/different media *should* be lower over the same time period compared to the filter with less media.
Higher flow, less resisitance to that flow, lower pressure drop - for a longer period of time.
Given an option, use the larger filter. *IF* it has more or different, higher-performing media with more surface area, and filters to the same micron level.