Tall ironweed is a troublesome perennial weed that infests cool-season grass pastures in Kentucky. Field experiments were conducted in 2000 through 2003 to evaluate the efficacy of fall-applied herbicides on established tall ironweed following a midsummer mowing. Triclopyr-containing treatments showed the greatest suppression of tall ironweed 12 mo after treatment (MAT), across all years. With triclopyr at 0.56 and 0.63 kg/ha, tall ironweed control was 80% or greater in 2 of the 3 yr. Dicamba initially provided 87% control 8 MAT in 2 of 3 yr and declined to less than 60% 12 MAT. Tall ironweed shoot density was also reduced 66% or more 12 MAT with fall-applied triclopyr-containing treatments. In contrast, tall ironweed density increased approximately twofold in dicamba-treated plots between 8 to 12 MAT in all 3 yr. The impact of herbicide treatment on dry matter (DM) yield of spring-seeded red clover (Trifolium pratense L.), tall ironweed, and forage grasses was also evaluated. Red clover DM yield in the herbicide-treated plots in 2002 showed no significant differences from the untreated control. However, red clover DM yield in 2003 was lowest for the two triclopyr + clopyralid treatments, indicating a decrease in DM production compared with that of the nontreated control. Results indicated that fall-applied triclopyr-containing herbicides following a midsummer mowing is an effective program for removing tall ironweed from grass pastures, but further research is needed to evaluate the establishment of red clover following herbicide treatment.