diff --git a/news/allow_off_as_falsy.rst b/news/allow_off_as_falsy.rst
new file mode 100644
index 000000000..821ebb09a
--- /dev/null
+++ b/news/allow_off_as_falsy.rst
@@ -0,0 +1,13 @@
+**Added:**
+
+* 'off' can be passed as falsy value to all flags accepting boolean argument.
+
+**Changed:** None
+
+**Deprecated:** None
+
+**Removed:** None
+
+**Fixed:** None
+
+**Security:** None
diff --git a/xonsh/tools.py b/xonsh/tools.py
index 2e8fa41d4..f60f519e1 100644
--- a/xonsh/tools.py
+++ b/xonsh/tools.py
@@ -1185,7 +1185,7 @@ def logfile_opt_to_str(x):
 
 
 _FALSES = LazyObject(
-    lambda: frozenset(["", "0", "n", "f", "no", "none", "false"]), globals(), "_FALSES"
+    lambda: frozenset(["", "0", "n", "f", "no", "none", "false", "off"]), globals(), "_FALSES"
 )