The article considers the peculiarities of the introduction of cloud technologies at the retail enterprise, in particular, with the help of the SkyService cloud cash register. The advantages of introduction of the SkyService information system for the enterprise are investigated: absence of expenses for creation of a local network of the enterprise and its service; no need for a system administrator to ensure the operation of additional equipment; no need to buy and maintain technical equipment; ability to scale the information system of the enterprise without additional costs; reduction of wage costs; the ability to control the work of the enterprise and manage major business processes from anywhere in the world. The specifics of building a cloud information system at the enterprise are considered and the stages of implementation of the cloud information system at the enterprise are substantiated, taking into account the capabilities of the SkyService cloud cash register.