diff --git a/README.md b/README.md
index 0028f46..41ab9c5 100644
--- a/README.md
+++ b/README.md
@@ -61,6 +61,7 @@ sentry:
   dist: ...
   build_path: ...
   web_build_path: ...
+  symbols_path: ...
   commits: auto
   ignore_missing: true
 ```
@@ -91,6 +92,7 @@ release=...
 dist=...
 build_path: ...
 web_build_path=...
+symbols_path=...
 commits=auto
 ignore_missing=true
 ```
@@ -113,6 +115,7 @@ ignore_missing=true
 | dist | The dist/build number for source maps, it should match the dist set by the SDK | the number after the '+' char from 'version' pubspec (string)  | no | SENTRY_DIST |
 | build_path | The build folder of debug files for upload | `build` (string)  | no | - |
 | web_build_path | The web build folder of debug files for upload relative to build_path | `web` (string) | no | - |
+| symbols_path | The directory containing debug symbols (i.e. the `--split-debug-info=` parameter value you pass to `flutter build`) | `.` (string) | no | - |
 | commits | Release commits integration | auto (string) | no | - |
 | ignore_missing | Ignore missing commits previously used in the release | false (boolean) | no | - |
 | bin_dir | The folder where the plugin downloads the sentry-cli binary | .dart_tool/pub/bin/sentry_dart_plugin (string) | no | - |
diff --git a/example/README.md b/example/README.md
index 2fcdf08..b3fb0e7 100644
--- a/example/README.md
+++ b/example/README.md
@@ -43,6 +43,9 @@ sentry:
   # default 'web'
   #web_build_path: ...
 
+  # default '.'
+  #symbols_path: ...
+
   # default to name@version from pubspec
   #release: ...
 ```
diff --git a/lib/sentry_dart_plugin.dart b/lib/sentry_dart_plugin.dart
index 0294c42..bc24a81 100644
--- a/lib/sentry_dart_plugin.dart
+++ b/lib/sentry_dart_plugin.dart
@@ -1,6 +1,8 @@
 import 'dart:convert';
 
+import 'package:file/file.dart';
 import 'package:process/process.dart';
+import 'package:sentry_dart_plugin/src/utils/extensions.dart';
 
 import 'src/configuration.dart';
 import 'src/utils/injector.dart';
@@ -75,15 +77,57 @@ class SentryDartPlugin {
       Log.info('includeSources is disabled, not uploading sources.');
     }
 
-    params.add(_configuration.buildFilesFolder);
-
     _addWait(params);
 
-    await _executeAndLog('Failed to upload symbols', params);
+    final buildDirs = _enumerateBuildDirectories();
+    final fs = injector.get<FileSystem>();
+    await for (final path in buildDirs) {
+      if (await fs.directory(path).exists()) {
+        await _executeAndLog('Failed to upload symbols', [...params, path]);
+      }
+    }
+
+    if (_configuration.symbolsFolder.isNotEmpty) {
+      final symbolsRootDir = fs.directory(_configuration.symbolsFolder);
+      if (await symbolsRootDir.exists()) {
+        final symbolFileRegexp = RegExp(r'[/\\]app[^/\\]+.*\.(dSYM|symbols)$');
+        await for (final entry in symbolsRootDir.find(symbolFileRegexp)) {
+          await _executeAndLog(
+              'Failed to upload symbols', [...params, entry.path]);
+        }
+      }
+    }
 
     Log.taskCompleted(taskName);
   }
 
+  Stream<String> _enumerateBuildDirectories() async* {
+    final buildDir = _configuration.buildFilesFolder;
+
+    // Android
+    yield '$buildDir/app/outputs';
+    yield '$buildDir/app/intermediates';
+
+    // Windows
+    for (final subdir in ['', '/x64', '/arm64']) {
+      yield '$buildDir/windows$subdir/runner/Release';
+    }
+
+    // Linux
+    for (final subdir in ['/x64', '/arm64']) {
+      yield '$buildDir/linux$subdir/release/bundle';
+    }
+
+    // macOS
+    // TODO
+
+    // iOS
+    // TODO
+
+    // web
+    // TODO
+  }
+
   List<String> _releasesCliParams() {
     final params = <String>[];
     _setUrlAndTokenAndLog(params);
diff --git a/lib/src/configuration.dart b/lib/src/configuration.dart
index 54ca298..fb32ebf 100644
--- a/lib/src/configuration.dart
+++ b/lib/src/configuration.dart
@@ -69,6 +69,9 @@ class Configuration {
   /// the Web Build folder, defaults to `web`
   late String webBuildFilesFolder;
 
+  /// The directory passed to `--split-debug-info`, defaults to '.'
+  late String symbolsFolder;
+
   /// The URL prefix, defaults to null
   late String? urlPrefix;
 
@@ -146,6 +149,7 @@ class Configuration {
     // but can be customized so making it flexible.
     final webBuildPath = configValues.webBuildPath ?? 'web';
     webBuildFilesFolder = _fs.path.join(buildFilesFolder, webBuildPath);
+    symbolsFolder = configValues.symbolsPath ?? '.';
 
     project = configValues.project; // or env. var. SENTRY_PROJECT
     org = configValues.org; // or env. var. SENTRY_ORG
diff --git a/lib/src/configuration_values.dart b/lib/src/configuration_values.dart
index 3cc3898..13546f4 100644
--- a/lib/src/configuration_values.dart
+++ b/lib/src/configuration_values.dart
@@ -19,6 +19,7 @@ class ConfigurationValues {
   final String? dist;
   final String? buildPath;
   final String? webBuildPath;
+  final String? symbolsPath;
   final String? commits;
   final bool? ignoreMissing;
   final String? binDir;
@@ -43,6 +44,7 @@ class ConfigurationValues {
     this.dist,
     this.buildPath,
     this.webBuildPath,
+    this.symbolsPath,
     this.commits,
     this.ignoreMissing,
     this.binDir,
@@ -94,6 +96,7 @@ class ConfigurationValues {
       dist: sentryArguments['dist'],
       buildPath: sentryArguments['build_path'],
       webBuildPath: sentryArguments['web_build_path'],
+      symbolsPath: sentryArguments['symbols_path'],
       commits: sentryArguments['commits'],
       ignoreMissing: boolFromString(sentryArguments['ignore_missing']),
       binDir: sentryArguments['bin_dir'],
@@ -127,6 +130,7 @@ class ConfigurationValues {
       dist: configReader.getString('dist'),
       buildPath: configReader.getString('build_path'),
       webBuildPath: configReader.getString('web_build_path'),
+      symbolsPath: configReader.getString('symbols_path'),
       commits: configReader.getString('commits'),
       ignoreMissing: configReader.getBool('ignore_missing'),
       binDir: configReader.getString('bin_dir'),
@@ -180,6 +184,7 @@ class ConfigurationValues {
       dist: platformEnv.dist ?? args.dist ?? file.dist,
       buildPath: args.buildPath ?? file.buildPath,
       webBuildPath: args.webBuildPath ?? file.webBuildPath,
+      symbolsPath: args.symbolsPath ?? file.symbolsPath,
       commits: args.commits ?? file.commits,
       ignoreMissing: args.ignoreMissing ?? file.ignoreMissing,
       binDir: args.binDir ?? file.binDir,
diff --git a/lib/src/utils/extensions.dart b/lib/src/utils/extensions.dart
index d6aa4c6..6d6e74c 100644
--- a/lib/src/utils/extensions.dart
+++ b/lib/src/utils/extensions.dart
@@ -1,4 +1,16 @@
+import 'package:file/file.dart';
+
 /// Checks if the given String == null
 extension StringValidations on String? {
   bool get isNull => this == null;
 }
+
+extension DirectorySearch on Directory {
+  Stream<FileSystemEntity> find(RegExp regexp) async* {
+    await for (final entity in list(recursive: true)) {
+      if (regexp.hasMatch(entity.path)) {
+        yield entity;
+      }
+    }
+  }
+}
diff --git a/test/configuration_test.dart b/test/configuration_test.dart
index 93f4224..42bcb99 100644
--- a/test/configuration_test.dart
+++ b/test/configuration_test.dart
@@ -69,6 +69,7 @@ void main() {
         dist: 'dist-args-config',
         buildPath: 'build_path-args-config',
         webBuildPath: 'web_build_path-args-config',
+        symbolsPath: 'symbols_path-args-config',
         commits: 'commits-args-config',
         ignoreMissing: true,
         binDir: 'binDir-args-config',
@@ -93,6 +94,7 @@ void main() {
         dist: 'dist-file-config',
         buildPath: 'build_path-file-config',
         webBuildPath: 'web_build_path-file-config',
+        symbolsPath: 'symbols_path-args-config',
         commits: 'commits-file-config',
         ignoreMissing: false,
         binDir: 'binDir-file-config',
@@ -122,6 +124,7 @@ void main() {
       expect(sut.release, 'release-args-config');
       expect(sut.dist, 'dist-args-config');
       expect(sut.buildFilesFolder, 'build_path-args-config');
+      expect(sut.symbolsFolder, 'symbols_path-args-config');
       expect(
         sut.webBuildFilesFolder,
         fixture.fs.path.join(
@@ -157,6 +160,7 @@ void main() {
         dist: 'dist-file-config',
         buildPath: 'build_path-file-config',
         webBuildPath: 'web_build_path-file-config',
+        symbolsPath: 'symbols_path-args-config',
         commits: 'commits-file-config',
         ignoreMissing: true,
         binDir: 'binDir-file-config',
@@ -187,6 +191,7 @@ void main() {
       expect(sut.release, 'release-file-config');
       expect(sut.dist, 'dist-file-config');
       expect(sut.buildFilesFolder, 'build_path-file-config');
+      expect(sut.symbolsFolder, 'symbols_path-args-config');
       expect(
         sut.webBuildFilesFolder,
         fixture.fs.path
diff --git a/test/configureation_values_test.dart b/test/configureation_values_test.dart
index d951e42..6afce69 100644
--- a/test/configureation_values_test.dart
+++ b/test/configureation_values_test.dart
@@ -29,6 +29,7 @@ void main() {
         "--sentry-define=dist=fixture-dist",
         "--sentry-define=build_path=fixture-build_path",
         "--sentry-define=web_build_path=fixture-web_build_path",
+        "--sentry-define=symbols_path=fixture-symbols_path",
         "--sentry-define=commits=fixture-commits",
         "--sentry-define=ignore_missing=true",
         "--sentry-define=bin_dir=fixture-bin_dir",
@@ -51,6 +52,7 @@ void main() {
       expect(sut.dist, 'fixture-dist');
       expect(sut.buildPath, 'fixture-build_path');
       expect(sut.webBuildPath, 'fixture-web_build_path');
+      expect(sut.symbolsPath, 'fixture-symbols_path');
       expect(sut.commits, 'fixture-commits');
       expect(sut.ignoreMissing, true);
       expect(sut.binDir, 'fixture-bin_dir');
@@ -81,7 +83,7 @@ void main() {
     test('from config reader as pubspec', () {
       final sentryPubspec = '''
       version: fixture-sentry-version
-      name: fixture-sentry-name      
+      name: fixture-sentry-name
       upload_debug_symbols: true
       upload_source_maps: true
       upload_sources: true
@@ -92,6 +94,7 @@ void main() {
       dist: fixture-dist
       build_path: fixture-build_path
       web_build_path: fixture-web_build_path
+      symbols_path: fixture-symbols_path
       commits: fixture-commits
       ignore_missing: true
       bin_dir: fixture-bin_dir
@@ -133,6 +136,7 @@ void main() {
       expect(sut.dist, 'fixture-dist');
       expect(sut.buildPath, 'fixture-build_path');
       expect(sut.webBuildPath, 'fixture-web_build_path');
+      expect(sut.symbolsPath, 'fixture-symbols_path');
       expect(sut.commits, 'fixture-commits');
       expect(sut.ignoreMissing, true);
       expect(sut.binDir, 'fixture-bin_dir');
@@ -142,7 +146,7 @@ void main() {
     test('from config reader as properties', () {
       final sentryProperties = '''
       version=fixture-sentry-version
-      name=fixture-sentry-name   
+      name=fixture-sentry-name
       upload_debug_symbols=true
       upload_source_maps=true
       upload_sources=true
@@ -153,6 +157,7 @@ void main() {
       dist=fixture-dist
       build_path=fixture-build_path
       web_build_path=fixture-web_build_path
+      symbols_path: fixture-symbols_path
       commits=fixture-commits
       ignore_missing=true
       bin_dir=fixture-bin_dir
@@ -194,6 +199,7 @@ void main() {
       expect(sut.dist, 'fixture-dist');
       expect(sut.buildPath, 'fixture-build_path');
       expect(sut.webBuildPath, 'fixture-web_build_path');
+      expect(sut.symbolsPath, 'fixture-symbols_path');
       expect(sut.commits, 'fixture-commits');
       expect(sut.ignoreMissing, true);
       expect(sut.binDir, 'fixture-bin_dir');
diff --git a/test/plugin_test.dart b/test/plugin_test.dart
index 58281f2..6ff8078 100644
--- a/test/plugin_test.dart
+++ b/test/plugin_test.dart
@@ -37,7 +37,7 @@ void main() {
     pm = MockProcessManager();
     injector.registerSingleton<ProcessManager>(() => pm, override: true);
     fs = MemoryFileSystem.test();
-    fs.currentDirectory = fs.directory(buildDir)..createSync();
+    fs.directory('$buildDir/app/outputs').createSync(recursive: true);
     injector.registerSingleton<FileSystem>(() => fs, override: true);
     injector.registerSingleton<CLISetup>(() => MockCLI(), override: true);
     configWriter = ConfigWriter(fs, name);
@@ -82,7 +82,7 @@ void main() {
 
           final args = '$commonArgs --log-level debug';
           expect(commandLog, [
-            '$cli $args debug-files upload $orgAndProject --include-sources $buildDir',
+            '$cli $args debug-files upload $orgAndProject --include-sources $buildDir/app/outputs',
             '$cli $args releases $orgAndProject new $release',
             '$cli $args releases $orgAndProject files $release upload-sourcemaps $buildDir/web --ext map --ext js',
             '$cli $args releases $orgAndProject files $release upload-sourcemaps $buildDir --ext dart',
@@ -108,7 +108,7 @@ void main() {
           const release = '$name@$version';
 
           expect(commandLog, [
-            '$cli $commonArgs debug-files upload $orgAndProject $buildDir',
+            '$cli $commonArgs debug-files upload $orgAndProject $buildDir/app/outputs',
             '$cli $commonArgs releases $orgAndProject new $release',
             '$cli $commonArgs releases $orgAndProject set-commits $release --auto',
             '$cli $commonArgs releases $orgAndProject finalize $release'
@@ -129,7 +129,7 @@ void main() {
           const release = '$name@$version';
 
           expect(commandLog, [
-            '$customCliPath $commonArgs debug-files upload $orgAndProject $buildDir',
+            '$customCliPath $commonArgs debug-files upload $orgAndProject $buildDir/app/outputs',
             '$customCliPath $commonArgs releases $orgAndProject new $release',
             '$customCliPath $commonArgs releases $orgAndProject set-commits $release --auto',
             '$customCliPath $commonArgs releases $orgAndProject finalize $release'
@@ -157,7 +157,7 @@ void main() {
               const release = '$name@$version';
 
               expect(commandLog, [
-                '$cli $commonArgs debug-files upload $orgAndProject $buildDir',
+                '$cli $commonArgs debug-files upload $orgAndProject $buildDir/app/outputs',
                 '$cli $commonArgs releases $orgAndProject new $release',
                 '$cli $commonArgs releases $orgAndProject set-commits $release $expectedArgs',
                 '$cli $commonArgs releases $orgAndProject finalize $release'
@@ -172,7 +172,7 @@ void main() {
             const release = '$name@$version';
 
             expect(commandLog, [
-              '$cli $commonArgs debug-files upload $orgAndProject $buildDir',
+              '$cli $commonArgs debug-files upload $orgAndProject $buildDir/app/outputs',
               '$cli $commonArgs releases $orgAndProject new $release',
               '$cli $commonArgs releases $orgAndProject finalize $release'
             ]);