The growing interest in safeguarding agroecosystem biodiversity has led to interest in studying ecological interactions among the various organisms present within the agroecosystem. Indeed, mutualisms between weeds and pollinators are of crucial importance as they influence the respective survival dynamics. In this review, the mutualistic role of flower visitors and the possible (often predominant) abiotic alternatives to insect pollination (self- and wind-pollination) are investigated. Mutualistic relations are discussed in terms of reward (pollen and/or nectar) and attractiveness (color, shape, scent, nectar quality and quantity), analyzing whether and to what extent typical weeds are linked to pollinators by rigid (specialization) or flexible (generalization) mutualistic relations. The entomofauna involved is composed mainly of solitary and social bees, bumblebees, Diptera, and Lepidoptera. While some of these pollinators are polylectic, others are oligolectic, depending on the shape of their mouthparts, which can be suited to explore the flower corollas as function of their depths. Consequently, the persistence dynamics of weed species show more successful survival in plants that are basically (occasional insect pollination) or totally (self and/or wind pollination) unspecialized in mutualistic relations. However, even weed species with typical abiotic pollination are at times visited during periods such as late summer, in which plants with more abundant rewards are insufficiently present or completely absent. Many typically insect-pollinated weeds can represent a valid indicator of the ecological sustainability of crop management techniques, as their survival dynamics are closely dependent on the biodiversity of the surrounding entomofauna. In particular, the presence of plant communities of species pollinated above all by butterflies (e.g., several Caryophyllaceae) gives evidence to the ecological compatibility of the previous agronomic management, in the sense that butterflies require certain weed species for oviposition and subsequent larva rearing and, therefore, provide further evidence of plant biodiversity in the environment.