As the agricultural land use shifts from paddy to upland, ensuring reservoir water supply stability for upland crop irrigation becomes essential. The objectives of this study were to estimate the irrigation water requirements considering the upland irrigation scenario and to evaluate the reliability of the water supply from the agricultural reservoir using resilience indexes. Two study sites, Sinheung and Hwajeong, were selected, and soybean and red peppers, the most water-intensive crops, were selected as study crops, respectively. For the irrigation scenario, two irrigation methods of traditional scheduling (which irrigates all sites at once) and rotational scheduling (which distributes irrigation by districts), along with the upland conversion rate, were considered. The net irrigation requirement was estimated through a water balance analysis. The stability of the reservoir was evaluated using resilience indexes based on the simulated 10-years reservoir water levels and drought criterion. Overall, the water supply of the reservoir was evaluated as stable during the simulated 10 years, except for the one year. Compared to the two irrigation methods, rotational scheduling resulted in lower irrigation water usage in both sites, with reductions of 1.6%, and 0.3%, respectively. As the upland conversion rate increases, the water deficit could be intensified in Hwajeong with a conversion rate exceeding 50%, showing the number of deficit(ND) over the one and a rapid increase in the deficit ratio(DR). It was confirmed that the reservoir operation criteria can be enhanced by incorporating resilience indicators along with crop growth information, thus, this will be a further study.