The frequency and magnitude of drought and heat events are predicted to increase, exerting adverse effects on maize yield. Repeated stress events may lead to critical stage or process shifts in maize yield response, but few studies document such shifts. In this experiment, maize plants were exposed to drought at the six-leaf period (V6) to investigate the priming effects on maize yield formation under control (CK), drought stress (DS), heat stress (HS), and combined drought and heat stress (DHS) occurring around flowering (AF). The stressors was significantly reduced maize yield by 10.0%–41.4% compared with T1 (V6CK+AFCK), with the exception of the T5 (V6DS+AFCK) treatment. Fortunately, compared with T1 (V6CK+AFCK), T2 (V6CK+AFDS), T3 (V6CK+AFHS), and T4 (V6CK+AFDHS) treatments around flowering, exposure to drought at V6 improved yield by 6.4%, 11.1%, 2.6%, and 33.4%, respectively. The increased yield in stressors around flowering was attributed to the enhancement of kernel numbers (KNS) and kernel weight (KW). However, KNS and KW showed variable responses to treatments. Drought exposure at V6 relieved KNS loss without stressors around flowering, as the fertilized florets increased by 2.7%. The KNS loss in DS and DHS treatment around flowering was reversed via seed setting, increased by 6.0% and 7.4%, resulting from strengthened sugar-starch conversion. Furthermore, the reduced KW in HS and DHS treatment around flowering was improved due to increased starch synthesis ability during kernel filling. Consequently, drought priming at the V6 stage increased seed setting, sugar-starch conversion, and starch synthesis ability, improving KNS and KW, offering a method to relieve yield loss under stressors around flowering.