This paper establishes the chronology of the El Pozuelo megalithic complex and discusses it in the context of other dolmens that have been dated in the southwest of the Iberian Peninsula. The working methodology combines the study of the stratigraphy and architectural sequence with the Bayesian modeling of the 27 AMS 14C dates obtained for charcoal samples from the four monuments in the Los Llanetes cluster. The most significant chronological results (at 68% probability) are (a) the antiquity and long duration of the megalithic sites, in which several monumental structures succeeded one another ca. 3970–1980 cal BC; (b) the existences of different temporalities in the Late-Final Neolithic dolmens: simple chambers (3970–3760 cal BC), elongated chambers (3790–3620 cal BC) and multiple chambers (3660–3260 cal BC; (c) the continuity of activity during the Copper Age (2980–2580 and 2530–2180 cal BC); and (d) the permanence of megalithism in the Early Bronze Age, through the presence of terraced enclosures with circular platforms ca. 2230–1940 cal BC. This diachronic sequence and the contextualized analysis of the 152 available radiocarbon dates (27 new, 125 published) supports the establishment of the temporal dynamics of megalithism in the Iberian southwest, introducing key aspects on the emergence, span, and rebuilding of the different dolmens (passage graves, simple chambers, elongated chambers, and multiple chambers) and establishing the phases of activity and reuse of the different architectural types.