In this paper, we investigate the influence of different heating systems on the thermal comfort indexes, Predicted Mean Vote (PMV) and Predicted Percentage of Dissatisfied (PPD), for a residential apartment located in Bologna (Italy). The apartment has an area of 40 m2 and is located on the ground floor of 4 floors building. The envelop consists in horizontal perforated bricks with internal thermal insulation material and two windows. The analyses are performed employing Trnsys, a commercial dynamic simulation software and Simcenter STAR-CCM+, a multiphysics computational fluid dynamics (CFD) software. The CFD analysis regards a steady condition of a typical winter day in Bologna. Thermal comfort indexes and thermal energy demand are studied comparing two different heating generation systems existing in the considered apartment: a condensing gas boiler coupled with radiators as terminal emitters and an air-to-air heat pump. By crossing the results obtained by the dynamical approach and by the CFD simulations, a two-objective methodology where energy consumption is minimised while thermal comfort is obtained, is presented.