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New glycolipids that feature a carbohydrate/triazole/lipid hybrid architecture were readily produced by a combined multicomponent/click approach. The process comprises the use of the Ugi four‐component reaction to construct double‐lipidic scaffolds that have either alkyne or azide functionalities followed by conjugation to mono‐ and trisaccharides through a CuI‐catalyzed 1,3‐dipolar cycloaddition (click) process. The high chemical efficiency and feasibility of the overall procedure provides new opportunities for the rapid creation and biological screening of libraries of this unique class of Ugi/click glycolipids. Dynamic NMR experiments were performed to evaluate the free energy of activation related to the isomerization of the cis/trans amide bond in these compounds. This is the first time that such multicomponent and cycloaddition processes have been combined for the synthesis of glycolipids., This work was supported by the Consejo Superior de Investigaciones Científicas (CSIC) (Proyecto Intramural de Incorporación, project number 2007022). K. P.‐L. gratefully acknowledges Ministerio de Asuntos Exteriores y de Cooperación – Agencia Española de Cooperación Internacional para el Desarrollo (MAEC‐AECID) for a doctoral scholarship. C. S. P. gratefully acknowledges Gobierno de Canarias for supporting a scientific stay at IUBO‐Universidad de La Laguna.