Using multigroup structural equation modeling, this study examines whether family-work-school conflicts directly or indirectly predict transfer students' well-being (via self-regulation) across the periods of pre-, during, and post-COVID-19 lockdown in the Chicago metropolitan area in Illinois, United States. The results indicate that family-school conflict predicted well-being regardless of lockdown status, but work-school conflict predicted well-being only during the lockdown period. This study also discusses the importance of cognitive regulation for transfer students' transition in the middle of the pandemic.