Results of periodic measurements of Dissipation Factor (DF) and Frequency Dielectric Spectroscopy (FDS) on Medium Voltage (MV) cables during thermal cycles, are reported and discussed in this paper. Twelve cables equipped with different types of joints were connected together to form a ring in short-circuit. The ring was energized at rated voltage and current. Temperature cycles with a period of one day (11 hours of heating) were applied by controlling the current. Periodically, each cable was tested separately using both DF and FDS techniques to monitor the ageing progression. This paper focuses on the experimental results obtained testing six new cables provided by different types of new joints while the other six coming from the field, are not considered here. Results obtained testing the six new cables indicate that FDS evaluation is a reliable tool to distinguish the aging progression of the insulation from the seasonal and reversible changes while DF values recorded at different voltage levels show a non-regular behavior particularly in XLPE cables. These results clearly suggest that the systematic use of FDS in condition assessment of underground cables can provide more information on the ageing progression than the traditional DF measurements.