Within the Canadian housing market, some immigrants move quickly to quality, affordable housing, whereas others struggle through both systematic and institutional barriers. This article uses Statistics Canada's Longitudinal Survey of Immigrants to Canada (LSIC) -capturing the settlement and integration experiences of immigrants from 2001 to 2005-and investigates housing conditions (housing satisfaction, rates of homeownership, crowding, and affordability) over three survey waves across the Canadian urban hierarchy. Descriptive statistics are used to explore the relationship between immigrant admission class, housing conditions, and settlement locations, namely, those arriving in primary settlement locations (Montreal, Toronto, and Vancouver) relative to that observed in secondary (census metropolitan areas) and tertiary (census agglomerations) locations. Using overall housing satisfaction as a proxy for the suitability/adequacy of housing to the needs of the immigrants, a logistic regression model is used seeking to understand the factors shaping a satisfied housing experience; the most significant factors include owning one's home, having an excellent or very good level of self-rated health, and not living in crowded conditions. The results of this research are framed as advancing understanding in the Canadian immigrant housing discourse through providing a longitudinal perspective on immigrant housing trajectories, and how these vary across socio-demographic and economic factors.