Choline carboxylate zwitterions were prepared by two different synthetic routes through esterification of choline salts with a range of anhydrides. Their conjugation with lithium bis(trifluoromethylsulfonyl)imide resulted in the formation of stable room-temperature ionic liquids. In view of their use as potential electrolytes the physicochemical characterization of these attractive ionic liquids was performed. These compounds presented a glass transition temperature between −43 and −34 °C, good thermal stability up to 224 °C, densities above 1.44 g cm−3 at 25 °C, and viscosities between 3.56 and 12.27 Pa s at 25 °C. In terms of conductivity the most promising ionic liquid showed an excellent conductivity between 8.66×10−5 S cm−1 at 25 °C and 1.80×10−3 S cm−1 at 90 °C. These zwitterionic ionic liquids maintained a liquid state, and no dissociation was observed even after six months of storage at room temperature.