Well-motivated electroweak dark matter is often hosted by an extended electroweak sector that also con-tains new lepton pairs with masses near the weak scale.In this study,we explore such electroweak dark matter by combining dark matter direct detection experiments and high-luminosity LHC probes of new lepton pairs.Using Z-and W-associated electroweak processes with two or three lepton final states,we show that depending on the overall coupling constant,dark matter masses of up to 170-210 GeV can be excluded at the 2σ level and those up to 175-205 GeV can be discovered at the 5σ level at the 14 TeV LHC with integrated luminosities of 300 fb-1 and 3000 fb-1,respectively.