diff --git a/changes/issue-6127-fleet-debug-windows b/changes/issue-6127-fleet-debug-windows
new file mode 100644
index 0000000000..aff203f1c3
--- /dev/null
+++ b/changes/issue-6127-fleet-debug-windows
@@ -0,0 +1 @@
+* Fixed the `fleetctl debug` `archive` and `errors` commands on Windows.
diff --git a/cmd/fleetctl/debug.go b/cmd/fleetctl/debug.go
index 74160a8c91..5bf25ab10e 100644
--- a/cmd/fleetctl/debug.go
+++ b/cmd/fleetctl/debug.go
@@ -66,7 +66,7 @@ func writeFile(filename string, bytes []byte, mode os.FileMode) error {
 }
 
 func outfileName(name string) string {
-	return fmt.Sprintf("fleet-%s-%s", name, nowFn().Format(time.RFC3339))
+	return fmt.Sprintf("fleet-%s-%s", name, nowFn().Format("20060102150405Z"))
 }
 
 func outfileNameWithExt(name string, ext string) string {
diff --git a/cmd/fleetctl/debug_test.go b/cmd/fleetctl/debug_test.go
index 22458cf93c..2eb1e57a6e 100644
--- a/cmd/fleetctl/debug_test.go
+++ b/cmd/fleetctl/debug_test.go
@@ -211,11 +211,11 @@ func TestFilenameFunctions(t *testing.T) {
 
 	t.Run("outfileName builds a file name using the name provided + current time ", func(t *testing.T) {
 		name := outfileName("test")
-		assert.Equal(t, name, "fleet-test-1969-06-19T21:44:05Z")
+		assert.Equal(t, "fleet-test-19690619214405Z", name)
 	})
 
 	t.Run("outfileNameWithExt builds a file name using the name and extension provided + current time ", func(t *testing.T) {
 		name := outfileNameWithExt("test", "go")
-		assert.Equal(t, name, "fleet-test-1969-06-19T21:44:05Z.go")
+		assert.Equal(t, "fleet-test-19690619214405Z.go", name)
 	})
 }