Does it cause any referred pain or other issues?
Do you have uneven wear on your shoes?
First thing I would do in your position (which is similar to me, but I have pain inside knee and lower leg) is see a physiotherapist for an assessment. My money would be on a muscular imbalance or an impingement within the hip, but it needs an expert.
I am not suggesting chiropractors are no good, they appear to work for some people, but they will not necessarily approach your issues in the same way, and may not have the specific knowledge to deal with it. That said a physio might not either. but it’s a damn good place to start.
On ‘pro’ fits, I have had 2 terrible fits that I rant about on here about on any ‘fit’ type thread. Someone charging you for something is not the same as having the knowledge to deal with tricky individual fits. The numbers using tools like Retul are good guides for the average fit uninjured individual, but they don’t tell you everything and although might flag issues cannot diagnose.