Background: Little is known about the characteristics of those who transmit SARS-CoV-2 infection vs those who do not, but this information could inform disease control policies. This study described the features of clusters in the first wave of COVID-19 in Shanghai and compared contagiousness by clinical and health care risk factors. Methods: In this retrospective cohort study of cases in Shanghai in January and February 2020, cases with successive generations were considered to be “contagious.” Characteristics of contagious and non-contagious cases were compared in log-binomial models that also adjusted for age and sex. Results: Between January 21 and February 17, 2020, 333 cases of COVID-19 were reported in Shanghai across 28 known infection chains. Contagiousness was higher among cases with a sore throat (risk ratio [RR]: 3.41, 95% CI: 1.59, 7.35, P=0.0051), and those with heart disease (RR: 2.06, 95% CI: 0.72, 5.90). Delays in diagnosis were also associated with higher risk of contagiousness. Having ≥2 medical visits before diagnosis was associated with 4.46 times higher risk of contagiousness (95% CI: 2.03, 9.83, P=0.0002), and there was a non-significant increase in risk with increasing numbers of days between disease onset and isolation (for each day, RR: 1.08, 95% CI: 1.01, 1.16, P=0.1734). Conclusions: Individuals with mild COVID-19 symptoms in the upper respiratory tract may still be contagious, and such individuals should be prioritized for early diagnosis and isolation to limit further chains of transmission.