The main source of nitrogen for most cultivated plants is nitrate. Agriculture has overused this nutrient, resulting in serious environmental problems in various parts of the world. The common practice in open intensive horticultural fields with clay-loam soils with a high water retention capacity (e.g., high percentage of clay) is to irrigate two to four times per week. Technically and logistically, this is much easier than one or more irrigation events per day. However, the loss of nutrients and water below the root zone may occur, with the consequent loss of efficiency. In this work, two cultivation cycles in an open-field endive crop were carried out under plastic soil mulching. We compared three fertigation strategies based on different frequencies of fertigation events; low fertigation frequency (LF, two to three fertigation events per week that simulates common farmer practice), medium fertigation frequency (MF, one fertigation event per day), and high fertigation frequency (HF, three fertigation events per day). The three fertigation strategies applied equal water and fertilizers doses per week. The high fertigation frequency increased volumetric water content in the upper soil profile, while the low fertigation frequency in the lower soil profile. The results demonstrated that HF fertigation increases shoot fresh weight (harvest yield) by increasing shoot water content, but did not improve shoot nutrient uptake or nitrogen nutritional status. The important finding, from the environment point of view, is that high and medium fertigation frequencies decreased nitrate concentration in the root influence zone, where it may be prone to leaching due to heavy rain events.