AbstractMonsoon intraseasonal transitions are intrinsically chaotic; hence, their predictability is limited. In the past the majority of studies were conducted solely keeping in account of dynamic prospective like boreal summer intraseasonal oscillation or Madden–Julian oscillation; however its thermodynamic aspect got limited attention. The current study looks at the internal thermodynamic mechanisms pertaining to monsoon intraseasonal transition using two independent sets of reanalysis data (European Centre for Medium‐range Weather Forecasts Reanalysis version 5 and Indian Monsoon Data Assimilation and Analysis), along with the observed cloud type from Met Office Integrated Data Archive System Land and Marine surface station data. A lead–lag composite analysis shows that the midtropospheric warming by diabatic heating is a thermal control to restrict the deepening of convective cloud (cumulonimbus) as the wet spell progresses. This midtroposhperic heating cuts off the formation of deep convective clouds and results in the formation of relatively shallow clouds, such as stratocumulus and stratus. On the other hand, surface forcing during dry spells humidifies the troposphere by detrainment from the shallow convection with the formation of cumulus and cumulus congestus clouds. This facilitates the preconditioning of the atmosphere for deep convection and results in the onset of wet spells by the formation of cumulonimbus clouds. The comprehensive approach used in this work may further help in identifying the limitation of the predictability in monsoon transition period from the numerical weather prediction models.