Radiation cooling is a passive energy saving cooling technology. The process of cooling heat transfer liquid due to the combined effect of night radiative cooling and convection of air at negative temperatures (in winter) is studied. The radiator used for cooling was built into the roof of the building. Its radiating plate was made of a steel sheet coated with zinc oxide. In it, heat dissipation was carried out both from the upper and lower sides of the radiating plate. The experimental values of the heat flux ranged from 20 to 80 W·m−2 at a temperature difference between heat transfer liquid and air from 5 to 15 °C and ambient air temperature from −17 to +5 °C. The correctness of the model for calculating the heat flux in winter conditions was confirmed. A theoretical calculation showed that, in winter, the heat flux removed by the radiator will be 15% less than the heat flux in summer. The amount of heat transferred per watt of electrical power of the refrigeration unit reached 8 W·W−1. To keep the refrigeration unit with radiative heat transfer more efficient than in a conventional vapor compression chiller, the heat transfer liquid temperature should be 6 °C above the atmospheric temperature air. The results of the study show that radiative cooling can be used in winter and may be useful for the development of energy-efficient cooling systems for various purposes (air conditioning, industrial cooling systems and fruit storage chambers).