diff --git a/docs/api/browser-window.md b/docs/api/browser-window.md
index 930f624ab0ef6..c254e354aac78 100644
--- a/docs/api/browser-window.md
+++ b/docs/api/browser-window.md
@@ -1100,10 +1100,15 @@ On Linux always returns `true`.
 #### `win.setAlwaysOnTop(flag[, level][, relativeLevel])`
 
 * `flag` Boolean
-* `level` String (optional) _macOS_ - Values include `normal`, `floating`,
-  `torn-off-menu`, `modal-panel`, `main-menu`, `status`, `pop-up-menu`,
-  `screen-saver`, and ~~`dock`~~ (Deprecated). The default is `floating`. See the
-  [macOS docs][window-levels] for more details.
+* `level` String (optional) _macOS_ _Windows_ - Values include `normal`,
+  `floating`, `torn-off-menu`, `modal-panel`, `main-menu`, `status`,
+  `pop-up-menu`, `screen-saver`, and ~~`dock`~~ (Deprecated). The default is
+  `floating` when `flag` is true. The `level` is reset to `normal` when the
+  flag is false. Note that from `floating` to `status` included, the window is
+  placed below the Dock on macOS and below the taskbar on Windows. From
+  `pop-up-menu` to a higher it is shown above the Dock on macOS and above the
+  taskbar on Windows. See the [macOS docs][window-levels] for more details.
+
 * `relativeLevel` Integer (optional) _macOS_ - The number of layers higher to set
   this window relative to the given `level`. The default is `0`. Note that Apple
   discourages setting levels higher than 1 above `screen-saver`.
diff --git a/package.json b/package.json
index 0269e2587822b..4f4c53ab54b2a 100644
--- a/package.json
+++ b/package.json
@@ -127,4 +127,4 @@
       "git add filenames.auto.gni"
     ]
   }
-}
\ No newline at end of file
+}
diff --git a/shell/browser/native_window_views.cc b/shell/browser/native_window_views.cc
index 72585b84b1abf..d5a3beb5edae3 100644
--- a/shell/browser/native_window_views.cc
+++ b/shell/browser/native_window_views.cc
@@ -13,6 +13,7 @@
 #include <utility>
 #include <vector>
 
+#include "base/stl_util.h"
 #include "base/strings/utf_string_conversions.h"
 #include "content/public/browser/browser_thread.h"
 #include "native_mate/dictionary.h"
@@ -69,6 +70,8 @@ namespace electron {
 namespace {
 
 #if defined(OS_WIN)
+const LPCWSTR kUniqueTaskBarClassName = L"Shell_TrayWnd";
+
 void FlipWindowStyle(HWND handle, bool on, DWORD flag) {
   DWORD style = ::GetWindowLong(handle, GWL_STYLE);
   if (on)
@@ -757,6 +760,19 @@ void NativeWindowViews::SetAlwaysOnTop(bool top,
     NativeWindow::NotifyWindowAlwaysOnTopChanged();
 
   widget()->SetAlwaysOnTop(top);
+
+#if defined(OS_WIN)
+  // Reset the placement flag.
+  behind_task_bar_ = false;
+  if (top) {
+    // On macOS the window is placed behind the Dock for the following levels.
+    // Re-use the same names on Windows to make it easier for the user.
+    static const std::vector<std::string> levels = {
+        "floating", "torn-off-menu", "modal-panel", "main-menu", "status"};
+    behind_task_bar_ = base::Contains(levels, level);
+  }
+#endif
+  MoveBehindTaskBarIfNeeded();
 }
 
 bool NativeWindowViews::IsAlwaysOnTop() {
@@ -1184,10 +1200,12 @@ void NativeWindowViews::OnWidgetActivationChanged(views::Widget* changed_widget,
   if (changed_widget != widget())
     return;
 
-  if (active)
+  if (active) {
+    MoveBehindTaskBarIfNeeded();
     NativeWindow::NotifyWindowFocus();
-  else
+  } else {
     NativeWindow::NotifyWindowBlur();
+  }
 
   // Hide menu bar when window is blured.
   if (!active && IsMenuBarAutoHide() && IsMenuBarVisible())
@@ -1346,6 +1364,17 @@ ui::WindowShowState NativeWindowViews::GetRestoredState() {
   return ui::SHOW_STATE_NORMAL;
 }
 
+void NativeWindowViews::MoveBehindTaskBarIfNeeded() {
+#if defined(OS_WIN)
+  if (behind_task_bar_) {
+    const HWND task_bar_hwnd = ::FindWindow(kUniqueTaskBarClassName, nullptr);
+    ::SetWindowPos(GetAcceleratedWidget(), task_bar_hwnd, 0, 0, 0, 0,
+                   SWP_NOMOVE | SWP_NOSIZE | SWP_NOACTIVATE);
+  }
+#endif
+  // TODO(julien.isorce): Implement X11 case.
+}
+
 // static
 NativeWindow* NativeWindow::Create(const mate::Dictionary& options,
                                    NativeWindow* parent) {
diff --git a/shell/browser/native_window_views.h b/shell/browser/native_window_views.h
index 16a7538dd71c9..46fe042255df7 100644
--- a/shell/browser/native_window_views.h
+++ b/shell/browser/native_window_views.h
@@ -214,6 +214,9 @@ class NativeWindowViews : public NativeWindow,
   // Returns the restore state for the window.
   ui::WindowShowState GetRestoredState();
 
+  // Maintain window placement.
+  void MoveBehindTaskBarIfNeeded();
+
   std::unique_ptr<RootView> root_view_;
 
   // The view should be focused by default.
@@ -280,6 +283,9 @@ class NativeWindowViews : public NativeWindow,
   bool forwarding_mouse_messages_ = false;
   HWND legacy_window_ = NULL;
   bool layered_ = false;
+
+  // Set to true if the window is always on top and behind the task bar.
+  bool behind_task_bar_ = false;
 #endif
 
   // Handles unhandled keyboard messages coming back from the renderer process.