We study linear degenerations of flag varieties from the point of view of tropical geometry. We define the linear degenerate flag Dressian and prove a correspondence between: $(a)$ points in the linear degenerate flag Dressian, $(b)$ linear degenerate flags of valuated matroids, $(c)$ linear degenerate flags of tropical linear spaces, and $(d)$ morphisms of valuated matroids arising from projection maps.