Abstract Recently, the occurrence of Arctic winter daily warming events has attracted substantial attention from the media and scholars alike. Herein, these events are investigated further, particularly in respect of their relation with the Arctic Oscillation (AO). We define a Pacific pattern–Arctic rapid tropospheric daily warming (Pacific-RTDW) event, when the Arctic winter daily warming is triggered by a warm humid air mass that is transported by storms from the North Pacific into the Arctic. An anomalous northwest–southeast dipole pattern at 500-hPa geopotential is identified spanning from the Arctic to the North Pacific and associated with AO. The dipole pattern could favor the occurrence of Pacific-RTDW events because it induces a strong southerly in the middle troposphere, which mid-high-latitude storms may follow into the Arctic. In particular, the correlation between AO and the occurrence frequency of Pacific-RTDW events has strengthened since the early 1980s. This shift is attributed to the intensified Pacific storm-track (PST) activity intensity, which is possibly related to the phase transition of the Pacific decadal oscillation (PDO) and has induced stronger synoptic-scale eddy feedbacks to low-frequency flows since this period. Accordingly, stronger feedbacks of the synoptic-scale eddies could provide a favorable condition for the formation of such a dipole pattern associated with the AO, bolstering the connection between AO and Pacific-RTDW events. In contrast, the eddy feedback to the flow is not strong enough and is, therefore, unable to provide favorable conditions before this period due to the comparatively weak PST intensity. Significance Statement The Arctic winter daily warming event may lead to more severe cold air outbreaks invading the Northern Hemisphere midlatitudes. We explored the climatic conditions favorable for the occurrence of Arctic winter daily warming events, thereby revealing that the correlated atmospheric circulation features a northwest–southeast dipole pattern. Additionally, since the early 1980s, the intensified Pacific storm-track activity is believed to have contributed to strengthening of the correlation between the Arctic Oscillation and the occurrence frequency of Arctic winter daily warming events. The findings here are expected to assist in prediction of future Arctic winter daily warming events.