The pressure setting of the filter bypass valve has nothing directly to do with the engine oil pressure.
The filter goes into bypass based on the bypass valve setting, the oil viscosity, oil flow rate, and the resistance to flow that the filter media poses. If oil pressure post-oilfilter drops below a certain pressure, the bypass valve will open and ensure sufficient oil flow.
Under ideal conditions the bypass valve does not open and the engine enjoys filtered oil.
The bypass valve open when the engine and engine oil are cold. The thick oil does not pass easily through the filtration medium, thus oil pressure post-filter drops/is low. As a safety measure, the bypass valve opens to ensure lubrication. As oil pressure post-filter rises, the bypass valve will close.
During full-throttle acceleration oil pressure can also drop (momentarily) post-filter, resulting in the bypass valve opening.
Should the filter get clogged, oil pressure will drop post-filter, and the bypass valve will open.
A few PSI difference in the bypass valve setting won't matter much. A lower bypass valve rating may be better if your car is subjected to frequent cold starts. If you race your car, a filter with a higher setting should be of advantage.
Find out what bypass pressure the OEM filter has (Call OEM filter maker). Try to find a filter that roughly matches the OEM's bypass pressure specs. Some manufacturers like Bosch, Mann and Mahle publish extensive and comprehensive specs for their filters.
Got a part number and OEM manufacturer of the OEM filter that Chrysler sells?