Apart from the conventional polyethylene and the bio-based or mainly bio-based biodegradable in soil mulching films, polyethylene mulching films of controlled degradation in soil are already used in agriculture. The use of special pro-oxidants as additives is expected to accelerate the abiotic oxidation and the subsequent chain scission of the polymer under specific UV radiation or thermal degradation conditions, according to the literature. The role of pro-oxidants in the possible biodegradation of polyethylene has been theoretically supported through the use of controlled laboratory conditions. However, results obtained in real soil conditions, but also several laboratory test results, are not supporting these claims and the issue remains disputed. Mulching films made of linear low-density polyethylene (LLDPE) with pro-oxidants, after being used for one cultivation period in an experimental field with watermelon cultivation, were buried in the soil under real field conditions. This work presents the analysis of the degradation of the mulching films during the cultivation period as compared to the corresponding changes after a long soil burial period of 8.5 years. The combined effects of critical factors on the photochemical degradation of the degradable mulching LLDPE films with pro-oxidants under the cultivation conditions and their subsequent further degradation behaviour in the soil are analysed by testing their mechanical properties and through spectroscopic and thermal analysis.