diff --git a/packages/flutter_tools/lib/src/ios/devices.dart b/packages/flutter_tools/lib/src/ios/devices.dart
index d67a70bb686..45cf3bde47b 100644
--- a/packages/flutter_tools/lib/src/ios/devices.dart
+++ b/packages/flutter_tools/lib/src/ios/devices.dart
@@ -268,6 +268,33 @@ class IOSDevice extends Device {
       _logger.printError(e.message);
       return false;
     }
+
+    if (installationResult == 0) {
+      return true;
+    }
+    _logger.printTrace('application failed to install: $installationResult');
+    // If the initial installation fails, attempt to uninstall the app if
+    // it was already installed. Regardless of whether or not this is successful,
+    // try once more to install.
+    if (await isAppInstalled(app, userIdentifier: userIdentifier)) {
+      _logger.printTrace('Uninstalling previously installed application...');
+      if (!await uninstallApp(app, userIdentifier: userIdentifier)) {
+        _logger.printTrace('Failed to uninstall');
+      }
+    }
+
+    try {
+      installationResult = await _iosDeploy.installApp(
+        deviceId: id,
+        bundlePath: bundle.path,
+        launchArguments: <String>[],
+        interfaceType: interfaceType,
+      );
+    } on ProcessException catch (e) {
+      _logger.printError(e.message);
+      return false;
+    }
+
     if (installationResult != 0) {
       _logger.printError('Could not install ${bundle.path} on $id.');
       _logger.printError('Try launching Xcode and selecting "Product > Run" to fix the problem:');
diff --git a/packages/flutter_tools/test/general.shard/ios/ios_device_install_test.dart b/packages/flutter_tools/test/general.shard/ios/ios_device_install_test.dart
index a3ab7b8d447..cf5eaf29487 100644
--- a/packages/flutter_tools/test/general.shard/ios/ios_device_install_test.dart
+++ b/packages/flutter_tools/test/general.shard/ios/ios_device_install_test.dart
@@ -252,6 +252,61 @@ void main() {
     expect(wasAppInstalled, false);
   });
 
+   testWithoutContext('IOSDevice.installApp retries installation if it fails once', () async {
+    final FileSystem fileSystem = MemoryFileSystem.test();
+    final IOSApp iosApp = PrebuiltIOSApp(
+      projectBundleId: 'app',
+      bundleDir: fileSystem.currentDirectory,
+    );
+    final FakeProcessManager processManager = FakeProcessManager.list(<FakeCommand>[
+      FakeCommand(command: <String>[
+        iosDeployPath,
+        '--id',
+        '1234',
+        '--bundle',
+        '/',
+        '--no-wifi',
+      ], environment: const <String, String>{
+        'PATH': '/usr/bin:null',
+        ...kDyLdLibEntry,
+      }, exitCode: 1),
+      FakeCommand(command: <String>[
+        iosDeployPath,
+        '--id',
+        '1234',
+        '--exists',
+        '--timeout',
+        '10',
+        '--bundle_id',
+        'app',
+      ]),
+      FakeCommand(command: <String>[
+        iosDeployPath,
+        '--id',
+        '1234',
+        '--uninstall_only',
+        '--bundle_id',
+        'app',
+      ]),
+      FakeCommand(command: <String>[
+        iosDeployPath,
+        '--id',
+        '1234',
+        '--bundle',
+        '/',
+        '--no-wifi',
+      ], environment: const <String, String>{
+        'PATH': '/usr/bin:null',
+        ...kDyLdLibEntry,
+      }),
+    ]);
+    final IOSDevice device = setUpIOSDevice(processManager: processManager, artifacts: artifacts);
+    final bool wasAppInstalled = await device.installApp(iosApp);
+
+    expect(wasAppInstalled, true);
+    expect(processManager.hasRemainingExpectations, false);
+  });
+
   testWithoutContext('IOSDevice.uninstallApp catches ProcessException from ios-deploy', () async {
     final IOSApp iosApp = PrebuiltIOSApp(projectBundleId: 'app');
     final FakeProcessManager processManager = FakeProcessManager.list(<FakeCommand>[