This manuscript is a follow‐up of previously published results that presented findings on pennycress (Thlaspi arvense L.) establishment and agronomics in response to previous corn (Zea mays L.) relative maturity (CRM) hybrids grown for grain and silage in the corn–pennycress–soybean [Glycine max (L.)] rotations. In this manuscript, we compared the economics of grain corn–pennycress–soybean rotations (grain rotation) with silage corn–pennycress–soybean rotations (silage rotation). The treatments were CRM hybrids ranging from 76 to 95 days (full season) at northern sites (Morris and Rosemount, MN) and 95 to 113 days (full season) at southern sites (Lexington, IL, and Custar, OH). Full‐season corn harvested for silage was included as a control treatment representing optimum conditions for sowing pennycress. A partial budget procedure was used for economic analysis. The results showed that the annualized net benefits (ANBs) ranged from $315 to $945 ha−1. The silage rotation produced greater ANBs than the grain rotation at all sites due to increased pennycress seed yield. In the grain rotation, the 105 days in the south, 95 days corn at Morris, and 86 days corn at Rosemount resulted in minimal ANB losses compared with silage rotation. Among grain corn treatments, some of the early CRM hybrids resulted in greater ANBs (up to 40%) than the full season hybrid. Results demonstrate potential to integrate pennycress into a grain rotation using early CRM hybrids. In addition, valuing the diverse ecosystem benefits that pennycress offers as a cash cover crop during the offseason between corn and soybean rotation may help to attract growers.