Nitrite can be transformed to nitrophenolic byproducts in sulfate radical oxidation processes (SR-AOPs). These nitrophenols are highly mobile in subsurface and can potentially contaminate drinking water sources. However, their fate in a drinking water treatment remains ambiguous. Herein, the removal and transformation of four nitrophenolic byproducts formed during a heat activated peroxydisulfate oxidation process, i.e., 4-nitrophenol, 2,4-dinitrophenol, 5-nitrosalicylic acid, and 3,5-dinitrosalicylic acid, in a simulated drinking water treatment train were comprehensively examined. The removal of these nitrophenolic compounds in coagulation by either aluminum sulfate or ferric chloride ranged from 3.8% to 13.4%. In the chlorination process, 4-nitrophenol was removed only by 45.4% in 24 h at a chlorine dose of 5.0 mg/L. The removal of the other three nitrophenolic byproducts were less than 20%. Reaction between nitrophenolic byproducts and chlorine via electrophilic substitution gave rise to their chlorinated derivatives. Chlorinated nitrophenolic byproducts were more recalcitrant and toxic than their parent compounds, but still a tiny fraction of them could undergo further oxidation to form trichloronitromethane. This work implied that once nitrophenolic byproducts enter water source, they can penetrate the drinking water treatment train and react with the residual chlorine in distribution pipelines to form more hazardous byproducts. The findings raised additional concerns to the potential risk of the nitrophenolic byproducts formed in SR-AOPs.