diff --git a/.github/actions/build-windows/action.yml b/.github/actions/build-windows/action.yml
index ab4f160..01506bb 100644
--- a/.github/actions/build-windows/action.yml
+++ b/.github/actions/build-windows/action.yml
@@ -77,6 +77,7 @@ runs:
         cmake --build build --parallel --target install
         mkdir -p D:/export
         copy D:/libssh2/install/bin/libssh2.dll D:/export/libssh2.dll
+        Get-ChildItem "$env:OPENSSL_ROOT_DIR/bin/libcrypto*.dll", "$env:OPENSSL_ROOT_DIR/bin/libssl*.dll" -File | Copy-Item -Destination D:/export
 
     - name: Checkout libgit2
       uses: actions/checkout@v6
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 563e9a7..d1bfe20 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,3 +1,9 @@
+## [1.11.4] - 2026-06-29
+### Fixed
+- Windows: bundle OpenSSL runtime DLLs with the generated artifact and load
+  them before `libssh2.dll`, so plain Dart and Flutter tests no longer depend
+  on OpenSSL being available on `PATH`.
+
 ## [1.11.2] - 2026-06-04
 ### Fixed
 - macOS: build the release `libgit2.dylib` with libssh2 and OpenSSL linked
diff --git a/lib/src/util.dart b/lib/src/util.dart
index 55107af..409cd75 100644
--- a/lib/src/util.dart
+++ b/lib/src/util.dart
@@ -81,7 +81,7 @@ void _loadPlatformDependencies(String packageRoot) {
     } else if (Platform.isMacOS) {
       // macOS release artifacts link libssh2/OpenSSL statically into libgit2.
     } else if (Platform.isWindows) {
-      DynamicLibrary.open(p.join(packageRoot, 'windows', 'libssh2.dll'));
+      _loadWindowsDependencies(packageRoot);
     }
   } catch (e) {
     stderr.writeln(
@@ -92,6 +92,34 @@ void _loadPlatformDependencies(String packageRoot) {
   }
 }
 
+void _loadWindowsDependencies(String packageRoot) {
+  final windowsDir = Directory(p.join(packageRoot, 'windows'));
+  if (!windowsDir.existsSync()) {
+    DynamicLibrary.open(p.join(windowsDir.path, 'libssh2.dll'));
+    return;
+  }
+
+  for (final prefix in ['libcrypto', 'libssl']) {
+    final libraries =
+        windowsDir
+            .listSync()
+            .whereType<File>()
+            .where(
+              (file) =>
+                  p.basename(file.path).toLowerCase().startsWith(prefix) &&
+                  p.extension(file.path).toLowerCase() == '.dll',
+            )
+            .toList()
+          ..sort((a, b) => a.path.compareTo(b.path));
+
+    for (final library in libraries) {
+      DynamicLibrary.open(library.path);
+    }
+  }
+
+  DynamicLibrary.open(p.join(windowsDir.path, 'libssh2.dll'));
+}
+
 String _resolvePackageRoot() {
   final packageUri = _tryResolvePackageUri();
   if (packageUri != null) {
diff --git a/pubspec.yaml b/pubspec.yaml
index 49ef7b6..41f33d9 100644
--- a/pubspec.yaml
+++ b/pubspec.yaml
@@ -1,6 +1,6 @@
 name: git2dart_binaries
 description: Dart bindings to libgit2, provides ability to use libgit2 library in Dart and Flutter.
-version: 1.11.2
+version: 1.11.4
 repository: https://github.com/DartGit-dev/git2dart_binaries
 
 environment:
diff --git a/test/windows_packaging_test.dart b/test/windows_packaging_test.dart
new file mode 100644
index 0000000..2f8eb71
--- /dev/null
+++ b/test/windows_packaging_test.dart
@@ -0,0 +1,99 @@
+import 'dart:io';
+
+import 'package:flutter_test/flutter_test.dart';
+import 'package:path/path.dart' as p;
+
+void main() {
+  group('Windows packaging', () {
+    test('exports OpenSSL runtime libraries with Windows artifacts', () {
+      final action =
+          File(
+            p.join('.github', 'actions', 'build-windows', 'action.yml'),
+          ).readAsStringSync();
+
+      expect(action, contains('libcrypto*.dll'));
+      expect(action, contains('libssl*.dll'));
+      expect(action, contains('Copy-Item -Destination D:/export'));
+    });
+
+    test('bundles versioned OpenSSL runtime libraries in Flutter apps', () {
+      final cmake =
+          File(p.join('windows', 'CMakeLists.txt')).readAsStringSync();
+
+      expect(cmake, contains('file(GLOB git2dart_binaries_openssl_libraries'));
+      expect(cmake, contains('libcrypto*.dll'));
+      expect(cmake, contains('libssl*.dll'));
+      expect(cmake, isNot(contains('libcrypto-1_1-x64.dll')));
+    });
+
+    test(
+      'package-root loader works in a plain Dart process',
+      () async {
+        final packageConfig = File('.dart_tool/package_config.json').absolute;
+        expect(await packageConfig.exists(), isTrue);
+
+        final tempDir = await Directory.systemTemp.createTemp(
+          'git2dart_binaries_windows_loader_',
+        );
+        try {
+          final script = File('${tempDir.path}/load_git2dart_binaries.dart');
+          await script.writeAsString(r'''
+import 'dart:io';
+
+import 'package:git2dart_binaries/src/util.dart' as git2;
+
+void main() {
+  final initCount = git2.libgit2.git_libgit2_init();
+  if (initCount < 1) {
+    stderr.writeln('git_libgit2_init returned $initCount');
+    exit(1);
+  }
+
+  git2.libgit2.git_libgit2_shutdown();
+  git2.libgit2.git_libgit2_shutdown();
+  stdout.writeln('plain-dart-libgit2-ok');
+}
+''');
+
+          final result = await Process.run(
+            _dartExecutable(),
+            <String>['--packages=${packageConfig.path}', script.path],
+            workingDirectory: Directory.current.path,
+          ).timeout(const Duration(seconds: 30));
+
+          expect(
+            result.exitCode,
+            0,
+            reason:
+                'plain Dart loader process failed or crashed.\n'
+                'stdout:\n${result.stdout}\n'
+                'stderr:\n${result.stderr}',
+          );
+          expect(result.stdout, contains('plain-dart-libgit2-ok'));
+        } finally {
+          await tempDir.delete(recursive: true);
+        }
+      },
+      skip:
+          _canRunWindowsLoaderTest()
+              ? null
+              : 'Windows loader test requires generated bindings and artifacts',
+    );
+  });
+}
+
+bool _canRunWindowsLoaderTest() {
+  return Platform.isWindows &&
+      File(p.join('lib', 'src', 'bindings.dart')).existsSync() &&
+      File(p.join('windows', 'libgit2.dll')).existsSync() &&
+      File(p.join('windows', 'libssh2.dll')).existsSync() &&
+      Directory('windows').listSync().whereType<File>().any((file) {
+        final name = p.basename(file.path).toLowerCase();
+        return name.startsWith('libcrypto') && name.endsWith('.dll');
+      });
+}
+
+String _dartExecutable() {
+  final executable = File(Platform.resolvedExecutable).uri.pathSegments.last;
+  return executable == 'dart' ? Platform.resolvedExecutable : 'dart';
+}
diff --git a/windows/CMakeLists.txt b/windows/CMakeLists.txt
index b803711..186c592 100644
--- a/windows/CMakeLists.txt
+++ b/windows/CMakeLists.txt
@@ -47,8 +47,13 @@ target_link_libraries(${PLUGIN_NAME} PRIVATE flutter flutter_wrapper_plugin)
 # List of absolute paths to libraries that should be bundled with the plugin.
 # This list could contain prebuilt libraries, or libraries created by an
 # external build triggered from this build file.
+file(GLOB git2dart_binaries_openssl_libraries
+  "${CMAKE_CURRENT_SOURCE_DIR}/libcrypto*.dll"
+  "${CMAKE_CURRENT_SOURCE_DIR}/libssl*.dll"
+)
+
 set(git2dart_binaries_bundled_libraries
-  "${CMAKE_CURRENT_SOURCE_DIR}/libcrypto-1_1-x64.dll"
+  ${git2dart_binaries_openssl_libraries}
   "${CMAKE_CURRENT_SOURCE_DIR}/libgit2.dll"
   "${CMAKE_CURRENT_SOURCE_DIR}/libssh2.dll"
   PARENT_SCOPE