Field-acclimated Drosophila suzukii (Diptera: Drosophilidae) from the Saguenay–Lac-Saint-Jean region, Québec, Canada, were examined over two years for winter survival, under the hypothesis that flies select protected overwintering microhabitats. In 2016–2017, flies trapped alive in the field or emerged from infested fruits were submitted to four winter regimes of either constant or daily fluctuating temperatures of 5 °C (2–8 °C) or 10 °C (7–13 °C). In 2017–2018, two fluctuating regimes averaging either 1 °C (–2 to 4 °C) or 3 °C (0–6 °C) were tested. Survival was modelled using Cox proportional hazard models testing probability that mortality risk varies with cold winter regime, fly sex, and fly provenance. Hazard ratios were about 1.7 times higher for males than for females. Models indicate that flies in constant and fluctuating 10 °C, in constant 5 °C, or in fluctuating 1 °C with daily exposure to –2 °C would not survive a six-month winter. Female survival extended to the next summer in fluctuating regimes averaging 5 °C or 3 °C. Estimates of 0.95 quantile survival (5%) indicate that overwintering D. suzukii experiencing such cold temperature regimes during winter, with no prolonged sub-zero temperatures, could survive until July of the following year, which is likely at the high population densities observed.