diff --git a/news/path_warn.rst b/news/path_warn.rst
new file mode 100644
index 000000000..039a9df88
--- /dev/null
+++ b/news/path_warn.rst
@@ -0,0 +1,23 @@
+**Added:**
+
+* Added warning about huge amount of commands in CommandsCache.
+
+**Changed:**
+
+* <news item>
+
+**Deprecated:**
+
+* <news item>
+
+**Removed:**
+
+* <news item>
+
+**Fixed:**
+
+* <news item>
+
+**Security:**
+
+* <news item>
diff --git a/xonsh/commands_cache.py b/xonsh/commands_cache.py
index 3f7b14b1f..b4aa0f832 100644
--- a/xonsh/commands_cache.py
+++ b/xonsh/commands_cache.py
@@ -7,6 +7,7 @@ and returns whether or not the process can be run in the background (returns
 True) or must be run the foreground (returns False).
 """
 import os
+import sys
 import time
 import builtins
 import argparse
@@ -106,6 +107,16 @@ class CommandsCache(cabc.Mapping):
             for cmd in executables_in(path):
                 key = cmd.upper() if ON_WINDOWS else cmd
                 allcmds[key] = (os.path.join(path, cmd), alss.get(key, None))
+
+        warn_cnt = builtins.__xonsh__.env.get("COMMANDS_CACHE_SIZE_WARNING")
+        if warn_cnt:
+            cnt = len(allcmds)
+            if cnt > warn_cnt:
+                print(
+                    f"Warning! Found {cnt:,} executable files in the PATH directories!",
+                    file=sys.stderr,
+                )
+
         for cmd in alss:
             if cmd not in allcmds:
                 key = cmd.upper() if ON_WINDOWS else cmd
diff --git a/xonsh/environ.py b/xonsh/environ.py
index 8eb80a935..715a8be09 100644
--- a/xonsh/environ.py
+++ b/xonsh/environ.py
@@ -1725,6 +1725,13 @@ def DEFAULT_VARS():
             "or None / the empty string if traceback logging is not desired. "
             "Logging to a file is not enabled by default.",
         ),
+        "COMMANDS_CACHE_SIZE_WARNING": Var(
+            is_int,
+            int,
+            str,
+            10000,
+            "Number of files on the PATH above which a warning is shown.",
+        ),
     }
 
     if hasattr(locale, "LC_MESSAGES"):