Creating breadcrumbs based on content type relationships
For the time being I was able to figure it out by adding node reference fields to each of the content types. Then referencing my items to the chapters. I then found the Corresponding Entity Reference Module and used that to link them up. Using Custom Breadcrumbs I could use the reference tokens to create my breadcrumb.

Only downside is that I had to go into each item node. Took some time!