Abstract Aim The increasing workforce participation at higher ages may impact social insurance systems, however, this has hardly been studied at all. We investigated associations between sociodemographic factors, prior sickness absence, and prior disability pension, with being in paid work after age 65 and to what extent they then had any sickness absence, and if such associations changed over time. Methods We conducted three prospective cohort studies. We used longitudinal data from three nationwide registers linked at individual level covering all residents in Sweden who turned 65 years in 2000, 2005, or 2010 (N = 50,000, 68,000, and 99,000, respectively). Logistic regression was used to calculate odds ratios (OR) and 95% confidence intervals (CI) for the association between sickness absence and disability pension when aged 60-64 and a) being in paid work when aged 66-71, and b) having sickness absence when aged 66-71 among those in paid work, adjusted for sociodemographic variables in each of the three cohorts. Results Although the percentage of individuals in paid work when aged 66-71 increased substantially between the cohorts (2000 cohort 28.7%, 2005 cohort 39.5%, 2010 cohort 48.2%), associations of sociodemographic factors with being in paid work or having sickness absence when aged 66-71 remained steady. Both sickness absence and disability pension when aged 60-64 were negatively associated with working past 65 (sickness absence 2000 cohort OR 0.86, 95% CI 0.82-0.90; 2010 cohort OR 0.89, CI 0.87-0.92 - disability pension 2000 cohort OR 0.41, 0.39-0.44; 2010 cohort OR 0.36, CI 0.35-0.38). Sickness absence when aged 60-64 was positively associated with sickness absence after 65 (2000 cohort OR 2.16, CI 1.86-2.51; 2010 cohort OR 2.15, CI 1.98-2.33) while disability pension was negatively associated with sickness absence after 65 (2000 cohort OR 0.69, CI 0.52-0.92; 2010 cohort OR 0.83, CI 0.68-1.01). Key messages Rates of people in paid work >65 increased much from 2000 to 2010; their sickness absence increased marginally, while associations of sociodemographic factors with paid work did not change over time. Prior sickness absence was associated with paid work and sickness absence after age 65, while disability pension before age 65 was associated with less sickness absence after 65.