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Comparing old photos and finding the same people

I have boxes of old photos (1890s through 1940s), and I want to be able to do 2 things:

  1. Compare a single photo with known people in it, and find all of the photos in the larger collection with the same people in it.

  2. Second, and more specifically, I have 2 photos of my Dad's bomber crew from 1944. I know the names of the people in 1 photo, but can only identify half the people in the second (they are the same people). I want to compare the 2 photos and have the software identify matches of the 5 men I cannot identify, and allow me to identify the 1 crew member that is not in the second photo. The photos are scanned at 600dpi from original smaller photos.

I should note I am looking for either an installed PC program or a web service, not an API for my own code.

Thanks