diff --git a/tests/standalone_2/io/non_utf8_directory_test.dart b/tests/standalone_2/io/non_utf8_directory_test.dart
index b4dd23f6dad..7bce332c165 100644
--- a/tests/standalone_2/io/non_utf8_directory_test.dart
+++ b/tests/standalone_2/io/non_utf8_directory_test.dart
@@ -17,6 +17,16 @@ Future main() async {
     final rawPath = new Uint8List.fromList([182]);
     asyncDir = new Directory.fromRawPath(rawPath);
 
+    if (Platform.isMacOS || Platform.isIOS) {
+      try {
+        await asyncDir.create();
+      } on FileSystemException catch (e) {
+        // Macos doesn't support non-UTF-8 paths.
+        return;
+      }
+      fail('Macos should not accept non-UTF-8 paths!');
+    }
+
     await asyncDir.create();
     expect(await asyncDir.exists(), isTrue);
 
@@ -38,6 +48,16 @@ Future main() async {
     final rawPath = new Uint8List.fromList([182]);
     syncDir = new Directory.fromRawPath(rawPath);
 
+    if (Platform.isMacOS || Platform.isIOS) {
+      try {
+        syncDir.createSync();
+      } on FileSystemException catch (e) {
+        // Macos doesn't support non-UTF-8 paths.
+        return;
+      }
+      fail('Macos should not accept non-UTF-8 paths!');
+    }
+
     syncDir.createSync();
     expect(syncDir.existsSync(), isTrue);
 
diff --git a/tests/standalone_2/io/non_utf8_file_test.dart b/tests/standalone_2/io/non_utf8_file_test.dart
index 4d93c25a24c..96f114e1de9 100644
--- a/tests/standalone_2/io/non_utf8_file_test.dart
+++ b/tests/standalone_2/io/non_utf8_file_test.dart
@@ -17,6 +17,16 @@ Future main() async {
     final rawPath = new Uint8List.fromList([182]);
     asyncFile = new File.fromRawPath(rawPath);
 
+    if (Platform.isMacOS || Platform.isIOS) {
+      try {
+        await asyncFile.create();
+      } on FileSystemException catch (e) {
+        // Macos doesn't support non-UTF-8 paths.
+        return;
+      }
+      fail('Macos should not accept non-UTF-8 paths!');
+    }
+
     await asyncFile.create();
     expect(await asyncFile.exists(), isTrue);
     for (final file in Directory.current.listSync()) {
@@ -38,6 +48,16 @@ Future main() async {
     final rawPath = new Uint8List.fromList([182]);
     syncFile = new File.fromRawPath(rawPath);
 
+    if (Platform.isMacOS || Platform.isIOS) {
+      try {
+        syncFile.createSync();
+      } on FileSystemException catch (e) {
+        // Macos doesn't support non-UTF-8 paths.
+        return;
+      }
+      fail('Macos should not accept non-UTF-8 paths!');
+    }
+
     syncFile.createSync();
     expect(syncFile.existsSync(), isTrue);
     for (final file in Directory.current.listSync()) {
diff --git a/tests/standalone_2/io/non_utf8_link_test.dart b/tests/standalone_2/io/non_utf8_link_test.dart
index b39d82dc8b7..8901ff54e58 100644
--- a/tests/standalone_2/io/non_utf8_link_test.dart
+++ b/tests/standalone_2/io/non_utf8_link_test.dart
@@ -28,6 +28,17 @@ Future main() async {
     final rawName = new Uint8List.fromList(rawPath);
     asyncLink = new Link.fromRawPath(rawName);
 
+    if (Platform.isMacOS || Platform.isIOS) {
+      try {
+        await asyncLink.create(path);
+      } on FileSystemException catch (e) {
+        // Macos doesn't support non-UTF-8 paths.
+        return;
+      }
+      // If we don't get an exception, this Macos configuration works properly.
+      // Continue with the test.
+    }
+
     asyncLink = await asyncLink.create(path);
     expect(await asyncLink.exists(), isTrue);
 
@@ -65,6 +76,17 @@ Future main() async {
     final rawName = new Uint8List.fromList(rawPath);
     syncLink = new Link.fromRawPath(rawName);
 
+    if (Platform.isMacOS || Platform.isIOS) {
+      try {
+        syncLink.createSync(path);
+      } on FileSystemException catch (e) {
+        // Macos doesn't support non-UTF-8 paths.
+        return;
+      }
+      // If we don't get an exception, this Macos configuration works properly.
+      // Continue with the test.
+    }
+
     syncLink.createSync(path);
     expect(syncLink.existsSync(), isTrue);
 
diff --git a/tests/standalone_2/standalone_2_vm.status b/tests/standalone_2/standalone_2_vm.status
index 8f5862ff708..4b95f11a2cb 100644
--- a/tests/standalone_2/standalone_2_vm.status
+++ b/tests/standalone_2/standalone_2_vm.status
@@ -46,11 +46,6 @@ io/secure_socket_alpn_test: Skip # Issue 27638
 io/secure_socket_test: Skip # Issue 27638
 io/socket_upgrade_to_secure_test: Skip # Issue 27638
 
-[ $system == macos ]
-io/non_utf8_directory_test: RuntimeError # Macos doesn't support non-UTF8 paths.
-io/non_utf8_file_test: RuntimeError # Macos doesn't support non-UTF8 paths.
-io/non_utf8_link_test: RuntimeError, Pass # Works on some Macos configurations.
-
 [ $system == windows ]
 io/process_sync_test: Pass, Timeout # Issue 24596
 io/skipping_dart2js_compilations_test: Skip # Issue 19551.