Background. Growing evidence supports a link between late chronotype and increased risk for affective disorders. Yet, the tendency toward a late chronotype and the onset of mood disorders often emerge during adolescence. Few studies have examined the relationship among school-aged adolescence. Therefore, the present study aimed to investigate the specific role of sleep and circadian related measures in late chronotype adolescents and their impact on mood. Furthermore, we explored to what extend severeness is explained by bedtime behavior, evening vigilance, and circadian phase.Methods. Nineteen male adolescents (M = 16.4 yrs ± 1.0 yrs), who were part of a larger study, were included in the analyses. Chronotype was assessed with the Munich Chronotype questionnaire, circadian timing via salivary dim light melatonin onset (DLMO), and habitual sleep behavior with a 7-day sleep diary. Further questionnaires evaluated daytime sleepiness, sleep quality, and mood. Evening vigilance (Go/NoGo) and sleepiness (Karolinska Sleepiness Scale) were used as a proxy for sleep propensity. Results. The average sleep duration on school nights was 7.78 hours (±1.65), and 9.00 hours (±1.42) on weekend nights. Mean DLMO was observed at 23.13 h (± 1.65), with a weekend phase angle of entrainment for DLMObedtime of 2.48 hours. Regression fittings revealed a general tendency of shorter phase angles with delayed DLMOs. In contrast, further analysis with chronotype subgroups revealed that this was only true for light and moderate late types, whereas extreme late types presented with wide phase angles. While no differences in daytime sleepiness and sleep duration were found between subgroups, sleep quality and mood decreased with increasing lateness. Extreme late chronotypes experienced higher evening sleepiness, whereas slight late types presented with higher evening vigilance. Chronotype but not DLMO predicted bedtime on school- and particularly weekend-nights. Conclusions. Our findings highlight that with increasing lateness, the risk for impaired sleep quality and mood disorders increases. Given that DLMO was not predictive of bedtime, our data indicate that factors contributing to a late chronotype are versatile and complex, particularly for extreme late types.