Planting date and seeding rate affect the microclimate within a crop field. They can influence lepidopteran insect infestation and fungal infections and are an important part of crop management strategy. Altering planting date and seeding rate can also influence yield and quality of silage corn (Zea mays L.). Field research was conducted to identify optimum planting time and seeding rate to minimize insect feeding, ear rot infections, and mycotoxin accumulation in silage corn without compromising yield and quality. Replicated field trials were conducted across multiple site‐years in Michigan with three planting dates (early: April 25–May 10; mid: May 11–25; and late: May 26–June 10) and/or four seeding rates (ranging from 69,160 to 113,620 seeds ha−1, in increments of 14,800 seeds ha−1). Mid‐planting yielded 12%–15% less forage than early and late plantings, partly due to greater insect feeding injury and fungal infections observed in the former. Neutral detergent fiber digestibility, starch, and crude protein concentration were greatest for early planting. Greater predicted milk per hectare and milk per megagram for early planting also indicated superior silage quality. Increasing seeding rate increased insect feeding and ear rot injury only when severity was >5% and >15%, respectively. The impact of increasing seeding rate on dry forage yield was specific to each site‐year. Overall, results showed that early planting of silage corn helps to escape insect and disease pressure and provides better yield and quality, while seeding rate response is variable and dependent on the field environment.