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This paper investigates heterogeneity in truck drivers’ route choice preferences. A latent class model is estimated to identify heterogeneous segments of drivers. A stated choice experiment designed for identifying route choice behavior of truck drivers provides the data for model estimation. The effects of road pricing and environmental bonus are examined considering context dependency. Results reveal that size of truck is a significant segmentation variable of preferences for route attributes. Drivers of light trucks care more about congestion than drivers of heavy trucks, and are highly sensitive to road pricing and slightly sensitive to a road bonus. Drivers of heavy trucks are more sensitive to road category and urban area than drivers of light trucks, and are insensitive to bonus and slightly sensitive to pricing.