Check out Osprey Backpacks they will repair or replace anything that can be considered a manufacturing defect (so just don’t set it on fire or stab it intentionally) and it should be the last pack you ever buy … I think this even extends to second hand gear but not positive

Redwing heritage has some great looking Chelsea’s. It’s not vegan or pleather but I would argue those are less ethical as pleather doesn’t decompose and vegan leather will just wind up in a bin a year or two from now probably. As long as you take care of it and actually use it for the duration of the products life (maybe 10 years or more with a couple resoles) the boots will be very ethical and you can probably estimate out how the carbon footprint of its manufacture will lessen with years to match or be less than the vegan leather.