Background: Internships for college students can enhance their grades, skills, and employment prospects, but finding and completing an internship sometimes requires considerable resources. Consequently, before postsecondary institutions consider mandating this high-impact practice, more evidence is needed regarding the various obstacles students face as they seek an internship. Focus of Study: The purpose of this study was to document the prevalence and nature of obstacles to securing a college internship and how these factors interact in the lives of particular students. Field theory is used to highlight the ways that structural inequalities and forms of capital serve to facilitate or constrain access to an internship experience. Population: The participants in this study included students attending five postsecondary institutions—three comprehensive universities, one historically Black college and university (HBCU), and one technical college in the U.S. states of Maryland, South Carolina, and Wisconsin. Research Design: This concurrent mixed-methods study included the collection of survey (n = 1,549) and focus group and interview (n = 100) data from students who self-selected into the study. Given that this is a descriptive study, the aim was to document student experiences with obstacles to internships using varied sources of data. Data Collection and Analysis: Data were collected via an online survey (with a 26% response rate) and in-person focus groups or interviews at each campus. Data were analyzed using inductive thematic analysis, social network analysis, and logistic regression techniques and interpreted in ways that highlight the situated and critical role of capital and structure in shaping opportunity and behavior. Findings: Among the 1,060 (69%) survey respondents who reported not having had an internship, 638 indicated that they had in fact wanted to pursue an internship but could not because of the need to work, a heavy course load, insufficient positions, and inadequate pay. The role of financial, social, and cultural capital also impacted students differentially depending on their majors, socioeconomic status, race, and geographic location, highlighting how context and enduring systemic forces—and not solely the possession of capital(s)—intersect to shape students’ abilities to pursue an internship. Conclusion: Internships are not universally accessible to all college students and instead favor students who have access to financial, social, and cultural capital while also being positioned in particular majors, geographic locations, and institutions. Before actively promoting internships for their students, colleges and universities should secure funding to support student pay and relocation costs, identify alternative forms of experiential learning for working students, and engage employers in creating more in-person and online positions for students across the disciplines.