The objective of this study was to investigate the roles of dissolved organic matter (DOM) fractions, pH and bromide concentration in the formation of haloacetic acids (HAA) during chloramination. DOM from two surface waters with a low (2.9 L/mg-m) and high (5.1 L/mg-m) specific UV absorbance (SUVA254) values was isolated and fractionated into three fractions based on the hydrophobicity [i.e., hydrophobic (HPO), transphilic (TPH) and hydrophilic (HPI)]. DOM mass balances and DBP reactivity checks were performed to characterize the effects of isolation and fractionation steps. The fractions were chloraminated at three pHs and three bromide concentrations. The results showed that pH was the most important factor controlling HAA formation and speciation. The HAA yields significantly decreased with increase in pH from 6.3 to 9.0. The impact of bromide in the formation of brominated HAA species also became less important with increasing pH, and no brominated specie was detectable at pH 9. HPO fractions of the two source waters consistently showed higher HAA yields than TPH and HPI fractions. On the other hand, HPI fractions showed higher bromine incorporation than HPO and TPH fractions. To maintain higher and relatively stable combined chlorine residuals while reducing HAA formation, water utilities may consider keeping pH above 7.5 as one strategy. This will also lower the formation of brominated HAA species which have been shown to be more cyto- and geno-toxic than their chlorinated analogs.