diff --git a/cipd_bin_setup.sh b/cipd_bin_setup.sh
index aadf048dd..611d1539b 100644
--- a/cipd_bin_setup.sh
+++ b/cipd_bin_setup.sh
@@ -4,9 +4,19 @@
 
 function cipd_bin_setup {
     local MYPATH=$(dirname "${BASH_SOURCE[0]}")
+    local ENSURE="$MYPATH/cipd_manifest.txt"
+    local ROOT="$MYPATH/.cipd_bin"
+
+    UNAME=`uname -s | tr '[:upper:]' '[:lower:]'`
+    case $UNAME in
+      cygwin*)
+        ENSURE="$(cygpath -w $ENSURE)"
+        ROOT="$(cygpath -w $ROOT)"
+        ;;
+    esac
 
     "$MYPATH/cipd" ensure \
         -log-level warning \
-        -ensure-file "$MYPATH/cipd_manifest.txt" \
-        -root "$MYPATH/.cipd_bin"
+        -ensure-file "$ENSURE" \
+        -root "$ROOT"
 }
diff --git a/gsutil.py b/gsutil.py
index e8e9ca3cd..9e6d76e66 100755
--- a/gsutil.py
+++ b/gsutil.py
@@ -130,6 +130,16 @@ def run_gsutil(force_version, fallback, target, args, clean=False):
     gsutil_bin = fallback
   disable_update = ['-o', 'GSUtil:software_update_check_period=0']
 
+  if sys.platform == 'cygwin':
+    # This script requires Windows Python, so invoke with depot_tools'
+    # Python.
+    def winpath(path):
+      return subprocess.check_output(['cygpath', '-w', path]).strip()
+    cmd = ['python.bat', winpath(__file__)]
+    cmd.extend(args)
+    sys.exit(subprocess.call(cmd))
+  assert sys.platform != 'cygwin'
+
   # Run "gsutil" through "vpython". We need to do this because on GCE instances,
   # expectations are made about Python having access to "google-compute-engine"
   # and "boto" packages that are not met with non-system Python (e.g., bundles).