Global crop yields are highly dependent on climate variability, with the largest agricultural failures frequently occurring during extremely dry and hot years. Land–atmosphere feedbacks are thought to play a crucial role in agricultural productivity during such events: precipitation deficits cause soil desiccation, which reduces evaporation and enhances sensible heating from the land surface; the amplified local temperatures and moisture deficits can be detrimental to crop yield. While this impact of local land–atmosphere feedbacks on agricultural productivity has recently been reported, the dependency of crop yields on upwind regions remains understudied. Here, we determine the spatio-temporal origins of moisture and heat over the world’s largest 75 rainfed breadbaskets, and illustrate the crop yield dependency on upwind regions. Further, we disentangle the role of local and upwind land–atmosphere interactions on anomalous moisture and heat transport during low-yield years. Our results indicate that crop failure increases on average by around 40% when both upwind and local land–atmosphere feedbacks cause anomalously low moisture and high heat transport into the breadbaskets. The impact of upwind land–atmosphere feedbacks on productivity deficits is the largest in water-limited regions, which show an increased dependency on moisture supply from upwind land areas. Better understanding these upwind–downwind dependencies in agricultural regions can help develop adaptation strategies to prevent food shortage in a changing climate.