The constant growth of the electricity demand, as well as the deregulation and liberalization of the electricity market, and the increasing renewable energy source, have a strong impact on the development of the transmission grid, which confronts the grid operator with new challenges. The result is that the transmission lines are overloaded, and their number is constantly increasing. Demand for new transmission capacities and optimal usage of existing transmission capacities (revitalization of existing transmission lines) is continuously growing in order to ensure the reliability and stability of the transmission grid. For these reasons, a large number of projects for the development of DTR technology and the installation of DTR systems for thermal monitoring of transmission lines and determining the permissible load of transmission lines in real time (real time monitoring) have been executed during the last two decades. DTR (dynamic thermal rating) is a technology (not a device) that enables increasing the capacity of the observed "object" (power line, transformer, etc.), for example due to favorable climatic conditions, without jeopardizing its safety and reliability. The purpose of this paper is to increase the transmission capacity with DTR technology. In this paper, technical and economic feasibility analysis is provided on case of the connecting transmission line for the wind farm and for three different methods/scenarios of transmission capacity increase: a) installation of DTR system; b) replacement of existing “classic” ACSR conductors with high-temperature low-sag (HTLS) conductors; c) construction of a completely new parallel transmission line with “classic” Al/Fe conductors.