Maintenance tasks are a frequent part of shop floor machines’ schedule, varying in complexity, and as a result in required time and effort, from simple cutting tool replacement to time consuming procedures. Nowadays, these procedures are usually called by the machine operator or shop floor technicians, based on their expertise or machine failures, commonly without flagging the shop floor scheduling. Newer approaches promote mobile devices and wearables as a mean of communication among the shop floor operators and other departments, to quickly notify for similar incidents. Shop floor scheduling is frequently highly influenced by maintenance tasks, thus the need to include them into the machine schedule has arisen. Moreover, production is highly disturbed by unexpected failures. As a result, the last few years through the industry 4.0 paradigm, production line machinery is more and more equipped with monitoring software, so as to flag the technicians before a maintenance task is required. Towards that end, an integrated system is developed, under the Industry 4.0 concept, consisted of a machine tool monitoring tool and an augmented reality mobile application, which are interfaced with a shop-floor scheduling tool. The mobile application allows the operator to monitor the status of the machine based on the data from the monitoring tool and decide on immediately calling AR remote maintenance or scheduling maintenance tasks for later. The application retrieves the machine schedule, providing the available windows for maintenance planning and also notifies the schedule for the added task. The application is tested on a CNC milling machine.