Literature on urban migration in Sri Lanka over the past decades has emphasized that migration plays a vital role in urban population dynamics. Since 1977 Gampaha district of the Western Province has become a popular urban-ward migration destination and a significant proportion of young people have migrated to engage in employments, especially in Free Trade Zones (FTZs). Many studies have focused on determinants of urban migration and there is lack of research on re-migration intentions of urban migrants. Therefore, this study aims to investigate the issues faced by urban migrants and factors influencing urban-ward migration and re-migration intentions. The study is based on quantitative and qualitative data gathered from selected urban communities in Gampaha urban areas. Data were obtained from a sample survey using an interviewer administered questionnaire covering 400 migrant households. Qualitative information was gathered using in-depth interviews. Descriptive analysis and logistic regression were used for qualitative data while content analysis was used for the qualitative data. Findings revealed that the male-headed households were higher than their female counter parts. More than half of the respondents (60 percent) had secondary education or below. More educated migrants had higher intentions to re-migrate due to disturbances faced in the current urban living. Urban to urban migration (59.7 percent) was higher than the rural to urban migration. Factors such as marriage, development programmes, family reasons and respondents’ age at migration were the major factors influencing urban migration. The qualitative findings also discovered that inadequate social amenities and poor economic backgrounds lead to urban-ward migration and after. However, migrants intended to re-migrate in search of more comfortable livelihoods after experiencing negative consequences of migration. Findings suggest that improving physical infrastructure and human capital utilization at rural contexts reduce the negative consequences of urban-ward migration.