This paper presents a methodology to assess large-scale wind generation projects that considers their effect on network security. The proposed method is based on contingency analysis, including temporal study. Inputs to the simulation are grid model, forecasted load, conventional generation profiles, and wind variability of proposed projects. A time-step simulation is run for the time horizon to produce benefit indices for every location (bus) in the system. The congested transmission elements that require expansion are identified and ranked as part of the simulation. Each wind project in the proposed portfolio can result in benefits or costs for grid security. Policy makers can then use the method to design policies that ensure preservation of long-term system security. Developers could use the tool to identify security effects and assess their wind portfolios. Measuring network security and determining benefits of large-scale wind projects is a complex planning task that involves several aspects: temporal wind variability, spatial distribution of flows, multiple load and generation profiles, and numerous possible contingencies. All these wind project development aspects must be isolated to identify and correctly assign security costs and benefits.