Although research suggests that phone usage during academic activities is problematic for learning and performance, little is known about high school students’ digital multitasking during homework. This exploratory descriptive study surveyed 135 students from four public U.S. high schools to investigate teenagers’ attitudes towards digital distraction, smartphone use during homework, cell phone dependence, and motivations for digital multitasking. Our findings suggested that teens were distracted during homework about 38% of the time, and both mind-wandering and the use of digital devices contributed to this distraction. Of the students surveyed, 64% believed that they should focus more during homework than they currently did, and most were willing to try strategies such as silencing their phone or putting it out of sight. However, many were not currently using such strategies, and our data suggested that students may be spending approximately 204 h per year trying to complete homework but unintentionally distracted from it. We explored their current motivations and beliefs as a necessary first step for the creation of future interventions to help teens reduce their digital multitasking during homework.