diff --git a/mypy/fastparse.py b/mypy/fastparse.py
index c349b3cb1385..5beeab52090f 100644
--- a/mypy/fastparse.py
+++ b/mypy/fastparse.py
@@ -930,6 +930,9 @@ def do_func_def(
             arg_types = [None] * len(args)
             return_type = None
         elif n.type_comment is not None:
+            self.fail(
+                message_registry.TYPE_COMMENT_DEPRECATED, lineno, n.col_offset, blocker=False
+            )
             try:
                 func_type_ast = ast3_parse(n.type_comment, "<func_type>", "func_type")
                 assert isinstance(func_type_ast, FunctionType)
@@ -1141,7 +1144,13 @@ def make_argument(
             arg_type = None
             if annotation is not None:
                 arg_type = TypeConverter(self.errors, line=arg.lineno).visit(annotation)
-            else:
+            elif type_comment is not None:
+                self.fail(
+                    message_registry.TYPE_COMMENT_DEPRECATED,
+                    arg.lineno,
+                    arg.col_offset,
+                    blocker=False,
+                )
                 arg_type = self.translate_type_comment(arg, type_comment)
         if argument_elide_name(arg.arg):
             pos_only = True
@@ -1269,6 +1278,10 @@ def visit_Delete(self, n: ast3.Delete) -> DelStmt:
     def visit_Assign(self, n: ast3.Assign) -> AssignmentStmt:
         lvalues = self.translate_expr_list(n.targets)
         rvalue = self.visit(n.value)
+        if n.type_comment is not None:
+            self.fail(
+                message_registry.TYPE_COMMENT_DEPRECATED, n.lineno, n.col_offset, blocker=False
+            )
         typ = self.translate_type_comment(n, n.type_comment)
         s = AssignmentStmt(lvalues, rvalue, type=typ, new_syntax=False)
         return self.set_line(s, n)
@@ -1296,6 +1309,10 @@ def visit_AugAssign(self, n: ast3.AugAssign) -> OperatorAssignmentStmt:
 
     # For(expr target, expr iter, stmt* body, stmt* orelse, string? type_comment)
     def visit_For(self, n: ast3.For) -> ForStmt:
+        if n.type_comment is not None:
+            self.fail(
+                message_registry.TYPE_COMMENT_DEPRECATED, n.lineno, n.col_offset, blocker=False
+            )
         target_type = self.translate_type_comment(n, n.type_comment)
         node = ForStmt(
             self.visit(n.target),
@@ -1308,6 +1325,10 @@ def visit_For(self, n: ast3.For) -> ForStmt:
 
     # AsyncFor(expr target, expr iter, stmt* body, stmt* orelse, string? type_comment)
     def visit_AsyncFor(self, n: ast3.AsyncFor) -> ForStmt:
+        if n.type_comment is not None:
+            self.fail(
+                message_registry.TYPE_COMMENT_DEPRECATED, n.lineno, n.col_offset, blocker=False
+            )
         target_type = self.translate_type_comment(n, n.type_comment)
         node = ForStmt(
             self.visit(n.target),
@@ -1335,6 +1356,10 @@ def visit_If(self, n: ast3.If) -> IfStmt:
 
     # With(withitem* items, stmt* body, string? type_comment)
     def visit_With(self, n: ast3.With) -> WithStmt:
+        if n.type_comment is not None:
+            self.fail(
+                message_registry.TYPE_COMMENT_DEPRECATED, n.lineno, n.col_offset, blocker=False
+            )
         target_type = self.translate_type_comment(n, n.type_comment)
         node = WithStmt(
             [self.visit(i.context_expr) for i in n.items],
@@ -1346,6 +1371,10 @@ def visit_With(self, n: ast3.With) -> WithStmt:
 
     # AsyncWith(withitem* items, stmt* body, string? type_comment)
     def visit_AsyncWith(self, n: ast3.AsyncWith) -> WithStmt:
+        if n.type_comment is not None:
+            self.fail(
+                message_registry.TYPE_COMMENT_DEPRECATED, n.lineno, n.col_offset, blocker=False
+            )
         target_type = self.translate_type_comment(n, n.type_comment)
         s = WithStmt(
             [self.visit(i.context_expr) for i in n.items],
diff --git a/mypy/message_registry.py b/mypy/message_registry.py
index cfeb27b1a5c9..625694f0a9b4 100644
--- a/mypy/message_registry.py
+++ b/mypy/message_registry.py
@@ -308,6 +308,9 @@ def with_additional_msg(self, info: str) -> ErrorMessage:
 TYPE_COMMENT_SYNTAX_ERROR_VALUE: Final = ErrorMessage(
     'Syntax error in type comment "{}"', codes.SYNTAX
 )
+TYPE_COMMENT_DEPRECATED: Final = ErrorMessage(
+    "Using type comments with mypy is deprecated, use inline annotations instead", codes.MISC
+)
 ELLIPSIS_WITH_OTHER_TYPEARGS: Final = ErrorMessage(
     "Ellipses cannot accompany other argument types in function type signature", codes.SYNTAX
 )