The pollination process and breeding system of Pachygenium bonariense and Pachygenium pteryganthum were documented for native populations from Rio Grande do Sul, Brazil. The flowers secrete nectar (on average with 65% to 67% of the concentration of total sugars), which is concealed into an incurved spur. Both species are pollinated by native, large Apidae bees, and the pollinaria adhere under the ventral surface of their labrum while bees try to reach the nectar. P. bonariense is pollinated by native bumblebees Bombus (Fervidobombus) morio and P. pteryganthum by females of oil‐gathering Centris (Melacentris) sp. Both orchid species are self‐compatible but pollinator‐dependent (i.e., unable to set fruit and seed in the absence of pollinators). They also displayed high natural reproductive success (from 22% to 90%) and Nilsson's male efficiency factors ranging from 2.2 to 3.6, suggesting that, during our observations, more than one flower was pollinated for each flower acting as the pollen donor. To enrich the discussion, additional unpublished data on the pollination and breeding system of other orchid species of the Pelexia clade (the Spiranthinae group containing the studied species) are also presented and briefly illustrated. A phylogenetic framework of the clade is used to ascertain well‐supported evolutionary scenarios for pollination‐related floral traits (viscidium, protandry and a group of pollinators). The characteristic "dorsally adhesive" viscidium can be considered a synapomorphy for the subclade formed by the genera Cyclopogon, Veyretia, Sarcoglottis, Pachygenium, Pelexia and Brachystele, with a reversal to the plesiomorphic condition (ventrally adhesive) at the latter genus. Pollination by bees is likely the rule within the subclade and may be regarded as plesiomorphic for the whole Spiranthinae subtribe. [ABSTRACT FROM AUTHOR]