Gray leaf spot (Cercospora zeae-maydis) is a foliar disease of corn (Zea mays) that consistently reduces yields across the United States and is an annual concern in Indiana corn production. Field trials were conducted in West Lafayette, IN, over 3 years (2016 to 2018) to evaluate the effectiveness of 12-leaf collar stage (V12) foliar fungicide applications compared with tasseling (VT) applications for gray leaf spot management and yield. Results indicated that during years in which foliar disease severity was less than 4%, there was no effect of application timing on gray leaf spot severity. In 2018, when gray leaf spot levels exceeded 5%, significantly less disease was observed in treatments receiving VT applications compared with V12 applications. Application timing did not affect yield in any year of the experiment. In 2016, benzovindiflupyr + azoxystrobin + propiconazole resulted in greater yields compared with the nontreated control, and in 2018, pyraclostrobin + metconazole and benzovindiflupyr + azoxystrobin + propiconazole resulted in greater yields compared with the nontreated control. This research indicates that in high disease pressure environments and years, Indiana farmers may want to continue to apply fungicides at VT rather than apply prior to tassel.