Azobisisobutyronitlite (AIBN)-induced free radical polymerization of a methacrylate-based ionic liquid monomer, 1-(2-methacryloxyethyl)-3-methylimidazolium bis(trifluoromethanesulfonyl)imide (Met-IL) was carried out in a common organic solvent, N,N-dimethylformamide (DMF), and an ionic liquid, 1-ethyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide (EMImTFSI). The molecular weight of the obtained poly(Met-IL) was evaluated by transforming it to non-ionic poly(methyl methacrylate) with hydrolysis of the imidazolium-salt-substituted pendant ester groups and methyl esterification. Radical copolymerization with methyl methacrylate (MMA) was also carried out in both DMF and EMImTFSI. Analysis of copolymer composition revealed that the reactivity of Met-IL was lower than that of MMA in both DMF and EMImTFSI solutions.