The crystal structures of 1-(2-halo-6-fluorophenylmethyl)-1-methylimidazolium bromide salts and 1-(2-trifluoromethyl-6-fluorophenylmethyl)-1-methylimidazolium bromide [MeNC3H3NCH2C6H3X-2-F-6]+.Br- [X = F (1), Cl (2), Br (3), I (4), CF3 (5)] have been determined. The crystal structure of the hydrate of salt 1 contains π–π stacked imidazolium···difluorophenyl···difluorophenyl···imidazolium units. Those of salts 2, 4 and 5 possess bromide···halofluorophenyl···halofluorophenyl···bromide motifs comprising anion–π and π–π stacking interactions. That of salt 4 also contains bromide···iodide halogen bonding. The crystal structure of the sesquihydrate of salt 3 possesses bromine···halofluorophenyl···halofluorophenyl···bromine motifs.