Background: Face mask use has increased significantly due to the COVID-19 pandemic. Health care workers (HCW) wear masks for prolonged periods and are prone to adverse effects. Very little is known about face-mask-associated itch. Methods: This Internet survey study investigated the prevalence, intensity and clinical characteristics of itch related to the use of face masks by HCW during the COVID-19 pandemic. The results were subsequently compared to the students’ group. Results: A total of 1156 HCW completed the survey. Among them, 31.6% (365) reported suffering from itch associated with face mask use. Itch was more frequent among females. Moreover, subjects who reported sensitive skin, atopic predispositions and facial dermatoses tended to report itch more frequently. The worst case of itch in the seven days prior to the study, assessed with the numeric rating scale (NRS), was 4.6 ± 2.0 points. Itch prevalence increased along with the duration of face mask use, being 34.6% among those who wore masks for more than 4 h. HCW reported itch significantly more frequently than students. Conclusions: Face-mask-associated itch is a frequent problem among HCW in the COVID-19 pandemic. Itch sensation may cause scratching, which may decrease necessary protection during the pandemic.