To “green” building envelopes is currently one of the most promising ways to provide energy savings in buildings and to contribute to the urban heat island effect mitigation. The shadow effect supplied by plants is the most significant parameter for this purpose. One way to characterize the potential shadow effect of greenery is to calculate the facade foliar density by means of the leaf area index (LAI). As LAI is commonly used in horizontal crops, their use in vertical greenery systems (VGS) has generated dispersion and uncertainty in previous studies both in terms of methodologies and results obtained. In addition, a lack of data relating to the influence of the facade orientation in the final contribution of vertical greenery to the energy savings has been observed in previous studies. This study aims at establishing a common and easy way to measure LAI and to lick it to the energy savings provided by VGS. Moreover, the energy savings achieved as well as the influence of facade orientation on the final thermal behaviour of two different VGS, a double-skin green facade and a green wall, was studied. From the results, it can be stated that the most simple and quick procedure to measure LAI in order to characterize the foliar density of VGS is the indirect method based on the amount of light transmitted through the green screen. From the experimental tests interesting energy savings were obtained (up to 34% for Boston Ivy pant specie with a LAI of 3.5–4, during summer period under Mediterranean continental climate). Moreover, the dependence on facade orientation was confirmed with representative contribution over the whole energy savings from East and West orientation. The work partially funded by the Spanish government (ENE2015-64117-C5-1-R (MINECO/FEDER) and ULLE10-4E-1305). The authors would like to thank the Catalan Government for the quality accreditation given to their research group (2014 SGR 123) and to the city hall of Puigverd de Lleida. This projects has received funding from the European Commission Seventh Framework Programme (FP/2007-2013) under grant agreement No. PIRSES-GA-2013-610692 (INNOSTORAGE) and from European Union’s Horizon 2020 research and innovation programme under grant agreement No. 657466 (INPATH-TES). Julià Coma would like to thank the Departament d’Universitats, Recerca i Societat de la Informació de la Generalitat de Catalunya for his research fellowship.