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Simple Summary With the advent of genetic engineering technology, the development and cultivation of genetically modified (GM) crops has increased. They were mainly developed for high yielding, herbicide resistance, and tolerance against different biotic and abiotic stresses. Rapeseed, also known as canola, was developed mainly for herbicide resistance and to increase the production of canola oil. Since it forms weedy, feral populations and has a proven ability to hybridize with its close relatives, it is important to manage the GM crops’ cultivation and spread, especially the rapeseed. Several studies have reported that the spread of GM rapeseed in non-GM fields and road verges is possible due to transport and agronomic practices, and it may become a weed. Hence, in this review, we summarized the cases of unintentional spread of feral GM rapeseed in the fields and road verges. In addition, we made recommendations for the effective management of feral GM and non-GM rapeseed in agricultural fields and along roads. Abstract Globally, the cultivation area of genetically modified (GM) crops is increasing dramatically. Despite their well-known benefits, they may also pose many risks to agriculture and the environment. Among the various GM crops, GM rapeseed (Brassica napus L.) is widely cultivated, mainly for oil production. At the same time, B. napus possesses a number of characteristics, including the ability to form feral populations and act as small-seeded weeds, and has a high potential for hybridization with other species. In this review, we provide an overview of the commercialization, approval status, and cultivation of GM rapeseed, as well as the status of the feral rapeseed populations. In addition, we highlight the case studies on the unintentional environmental release of GM rapeseed during transportation in several countries. Previous studies suggest that the main reason for the unintentional release is seed spillage during transport/importing of rapeseed in both GM rapeseed-cultivating and -non-cultivating countries. Despite the fact that incidents of unintentional release have been recorded often, there have been no reports of serious detrimental consequences. However, since rapeseed has a high potential for hybridization, the possibilities of gene flow within the genus, especially with B. rapa, are relatively significant, and considering their weedy properties, effective management methods are needed. Hence, we recommend that specific programs be used for the effective monitoring of environmental releases of GM rapeseed as well as management to avoid environmental and agricultural perturbations.