The evolution of cities is modelled by developing a software to simulate the effects of agglomeration economies and transportation planning in the very long term. The cities’ complexity is modeled with VLT-LUT, a tool that simulates the evolution of land use and transportation and their interaction, in a time span of 300 years, or from 1 to 29 million inhabitants, based on urban microeconomic theory and market equilibrium. Preliminary simulation results on an artificial city include the impact of exogenous scenarios of road network evolution and of the agents’ perception of agglomeration economies, observing the evolution of land-use forms and the city size. Another result is that land rents evolve super-linearly with population, in line with previous empirical and theoretical research, but its strength is differentiated by scenario.