diff --git a/player/lua/osc.lua b/player/lua/osc.lua
index 9f54a029f5..4d4407af12 100644
--- a/player/lua/osc.lua
+++ b/player/lua/osc.lua
@@ -544,12 +544,15 @@ local function get_playlist()
 
     local message = string.format('Playlist [%d/%d]:\n', pos, count)
     local show = mp.get_property_native('osd-playlist-entry')
+    local trailing_slash_pattern = mp.get_property("platform") == "windows"
+                                   and "[/\\]+$" or "/+$"
     for _, v in ipairs(limlist) do
         local entry = v.title
         if not entry or show ~= 'title' then
             entry = v.filename
             if not entry:find("://") then
-                entry = select(2, utils.split_path(entry))
+                entry = select(2, utils.split_path(
+                    entry:gsub(trailing_slash_pattern, "")))
             end
         end
         if v.title and show == 'both' then
diff --git a/player/lua/select.lua b/player/lua/select.lua
index 6b59bc303a..ce990513b7 100644
--- a/player/lua/select.lua
+++ b/player/lua/select.lua
@@ -29,13 +29,16 @@ mp.add_forced_key_binding(nil, "select-playlist", function ()
     local playlist = {}
     local default_item
     local show = mp.get_property_native("osd-playlist-entry")
+    local trailing_slash_pattern = mp.get_property("platform") == "windows"
+                                   and "[/\\]+$" or "/+$"
 
     for i, entry in ipairs(mp.get_property_native("playlist")) do
         playlist[i] = entry.title
         if not playlist[i] or show ~= "title" then
             playlist[i] = entry.filename
             if not playlist[i]:find("://") then
-                playlist[i] = select(2, utils.split_path(playlist[i]))
+                playlist[i] = select(2, utils.split_path(
+                    playlist[i]:gsub(trailing_slash_pattern, "")))
             end
         end
         if entry.title and show == "both" then