Maigne syndrome, also known as thoracolumbar junction syndrome, is an underdiagnosed cause of low back pain that often involves superior cluneal nerve entrapment. This condition can overlap with osteoporotic vertebral compression fractures (OVCFs), complicating the diagnosis. We report two cases of elderly female patients with OVCFs and persistent buttock pain due to cluneal nerve entrapment. Both patients showed significant pain relief after undergoing L1 corpectomy and posterior pedicle screw fixation, with numeric rating scale scores dropping from 8 to 1-3. Early recognition of Maigne syndrome can improve outcomes in patients with atypical pain presentations.