Severe acute respiratory syndrome Coronavirus 2 (SARS CoV-2) and Dengue virus (DENV) Coinfection can be a pertinent issue in a country like India, where Dengue is endemic, and Coronavirus disease 19 (COVID-19) is also reported from all states of the country. The coinfection of these viruses has already been reported in different dengue-endemic countries like Singapore, Thailand, and Bangladesh. The outcome and the dynamics of each of the diseases may be altered in the presence of coinfection. We highlighted the critical characteristic similarities and differences between COVID-19 and Dengue infection & the specific point, which may challenge diagnosing and managing these coinfections. COVID-19 and Dengue coinfection can be deadly in combination with an atypical presentation, providing diagnostic and therapeutic challenges. A high index of suspicion, early recognition of symptoms, and warning signs are vital to prevent double jeopardy.