Canada is one of the largest producers of wheat (Triticum aestivum L.) in the world. In Western Canada, trends in bread wheat yield have shown that years with low yields coincide with drought events. With accelerated climate change, it is predicted that these drought events will increase in its frequency and intensity, posing a risk for wheat production. One mechanism that plants use to respond to drought is sealing their surfaces with cuticular waxes. Cuticular waxes form a hydrophobic layer that covers plant aerial tissues and can aid in reducing non-stomatal water loss and in light reflectance. Despite their role in drought tolerance, cuticular wax responses in Canadian bread wheat cultivars remain largely unstudied. To address this gap, the flag leaf wax composition of thirty old and modern bread wheat varieties were analyzed in a field experiment in Saskatoon, Saskatchewan. Apart from year-of-release (1842-2018), cultivars were also either bred for the semi-arid Western ecozone in Saskatchewan, or the more cool and humid Eastern ecozone in Manitoba. The wax analysis from the field samples revealed that older cultivars accumulate significantly more of the cuticular wax compound β-diketone in their flag leaves than recently released cultivars. To follow up on these observations, eight lines were subjected to a drought experiment in a greenhouse. Upon drought treatment, Western and older cultivars had a stronger induction of the accumulation of β-diketones. Past work from other groups linked β-diketone accumulation to glaucousness, with glaucous lines outperforming non-glaucous lines, under drought conditions. Further investigation into the genes responsible for this response could help improve drought tolerance in future bread wheat lines.