The recyclability of thermoreversibly Diels–Alder (DA) crosslinked EPM has been studied. The retro DA reaction dominates over the dehydration–aromatization process of the DA adduct. Moreover, a negative influence of air occurred as a result of a crosslinking in air flow. Nevertheless, rubber compounds prepared from EPM-g-furan and carbon black can be recycled several times without losing mechanical strength, a feature attributed to a strong antioxidant effect of the carbon black.