diff --git a/aqt/reviewer.py b/aqt/reviewer.py
index 7f049bddd..6a7ec2d47 100644
--- a/aqt/reviewer.py
+++ b/aqt/reviewer.py
@@ -582,12 +582,17 @@ time = %(time)d;
 
     # note the shortcuts listed here also need to be defined above
     def _contextMenu(self):
+        currentFlag = self.card and self.card.userFlag()
         opts = [
             [_("Flag Card"), [
-                [_("Red Flag"), "Ctrl+1", lambda: self.setFlag(1)],
-                [_("Orange Flag"), "Ctrl+2", lambda: self.setFlag(2)],
-                [_("Green Flag"), "Ctrl+3", lambda: self.setFlag(3)],
-                [_("Blue Flag"), "Ctrl+4", lambda: self.setFlag(4)],
+                [_("Red Flag"), "Ctrl+1", lambda: self.setFlag(1),
+                 dict(checked=currentFlag == 1)],
+                [_("Orange Flag"), "Ctrl+2", lambda: self.setFlag(2),
+                 dict(checked=currentFlag == 2)],
+                [_("Green Flag"), "Ctrl+3", lambda: self.setFlag(3),
+                 dict(checked=currentFlag == 3)],
+                [_("Blue Flag"), "Ctrl+4", lambda: self.setFlag(4),
+                 dict(checked=currentFlag == 4)],
             ]],
             [_("Mark Note"), "*", self.onMark],
             [_("Bury Card"), "-", self.onBuryCard],
@@ -620,13 +625,19 @@ time = %(time)d;
                 subm = m.addMenu(row[0])
                 self._addMenuItems(subm, row[1])
                 continue
-            label, scut, func = row
+            if len(row) == 4:
+                label, scut, func, opts = row
+            else:
+                label, scut, func = row
+                opts = {}
             a = m.addAction(label)
             if scut:
                 a.setShortcut(QKeySequence(scut))
+            if opts.get("checked"):
+                a.setCheckable(True)
+                a.setChecked(True)
             a.triggered.connect(func)
 
-
     def onOptions(self):
         self.mw.onDeckConf(self.mw.col.decks.get(
             self.card.odid or self.card.did))