updates – How do I find breaking changes while upgrading wordpress?

Update each plugin individually and see how it affects your site, once you are sure that the plugin works as intended, move to the next one.

Always backup before plugin/theme updates or even better, create a staging/development and do updates there first, that way any error that will brake your site will not affect your users.

There is no way of knowing what plugin/theme update will brake your site before you do an update.

Following the steps above will insure a much smoother, headache free, update process.