The aim of this study was to investigate the effects of different fertilizing strategies applied during three successive cycles on lettuce growth and the nitrate evolution in the soil, leaching water, and the lettuce plant itself. Four fertilization treatments were compared: integrated production fertilization (IP), organic fertilization (ORG), slow-release N fertilizers (SRF), and plant-associative bacteria (PAB). The nitrate content of the pore water and leachate decreased toward harvesting time in each crop cycle. The accumulation of residual nitrates in the soil decreased in each successive cycle in all treatments. The greatest lettuce head weight was achieved by ORG and SRF in the first cycle and by IP in the third cycle; IP and SRF produced the greatest nitrate content in lettuce leaves, especially in the second and third cycles. The nitrate content of leaves fell in the last cycle, as nitrate levels in soil and in leaching fell in all treatments.