diff --git a/Flow.Launcher/App.xaml.cs b/Flow.Launcher/App.xaml.cs
index 7e3915b2b..1bef1166e 100644
--- a/Flow.Launcher/App.xaml.cs
+++ b/Flow.Launcher/App.xaml.cs
@@ -298,11 +298,25 @@ namespace Flow.Launcher
                 {
                     // check plugin updates every 5 hour
                     var timer = new PeriodicTimer(TimeSpan.FromHours(5));
-                    await PluginInstaller.CheckForPluginUpdatesAsync();
+                    await PluginInstaller.CheckForPluginUpdatesAsync((plugins) =>
+                    {
+                        Current.Dispatcher.Invoke(() =>
+                        {
+                            var pluginUpdateWindow = new PluginUpdateWindow(plugins);
+                            pluginUpdateWindow.ShowDialog();
+                        });
+                    });
 
                     while (await timer.WaitForNextTickAsync())
                         // check updates on startup
-                        await PluginInstaller.CheckForPluginUpdatesAsync();
+                        await PluginInstaller.CheckForPluginUpdatesAsync((plugins) =>
+                        {
+                            Current.Dispatcher.Invoke(() =>
+                            {
+                                var pluginUpdateWindow = new PluginUpdateWindow(plugins);
+                                pluginUpdateWindow.ShowDialog();
+                            });
+                        });
                 }
             });
         }
diff --git a/Flow.Launcher/Languages/en.xaml b/Flow.Launcher/Languages/en.xaml
index a7328f1b8..ac58fdc5f 100644
--- a/Flow.Launcher/Languages/en.xaml
+++ b/Flow.Launcher/Languages/en.xaml
@@ -564,6 +564,11 @@
     <system:String x:Key="update_flowlauncher_update_files">Update files</system:String>
     <system:String x:Key="update_flowlauncher_update_update_description">Update description</system:String>
 
+    <!--  Plugin Update Window  -->
+    <system:String x:Key="restartAfterUpdating">Restart Flow Launcher after updating plugins</system:String>
+    <system:String x:Key="updatePluginCheckboxContent">{0}: Update from v{1} to v{2}</system:String>
+    <system:String x:Key="updatePluginNoSelected">No plugin selected</system:String>
+
     <!--  Welcome Window  -->
     <system:String x:Key="Skip">Skip</system:String>
     <system:String x:Key="Welcome_Page1_Title">Welcome to Flow Launcher</system:String>
diff --git a/Flow.Launcher/PluginUpdateWindow.xaml b/Flow.Launcher/PluginUpdateWindow.xaml
new file mode 100644
index 000000000..eb7e2219d
--- /dev/null
+++ b/Flow.Launcher/PluginUpdateWindow.xaml
@@ -0,0 +1,105 @@
+<Window
+    x:Class="Flow.Launcher.PluginUpdateWindow"
+    xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
+    xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
+    xmlns:d="http://schemas.microsoft.com/expression/blend/2008"
+    xmlns:flowlauncher="clr-namespace:Flow.Launcher"
+    Title="{DynamicResource updateAllPluginsButtonContent}"
+    Width="530"
+    Background="{DynamicResource PopuBGColor}"
+    DataContext="{Binding RelativeSource={RelativeSource Self}}"
+    Foreground="{DynamicResource PopupTextColor}"
+    Icon="Images\app.png"
+    ResizeMode="NoResize"
+    SizeToContent="Height"
+    Topmost="True"
+    WindowStartupLocation="CenterScreen">
+    <WindowChrome.WindowChrome>
+        <WindowChrome CaptionHeight="32" ResizeBorderThickness="{x:Static SystemParameters.WindowResizeBorderThickness}" />
+    </WindowChrome.WindowChrome>
+    <Window.InputBindings>
+        <KeyBinding Key="Escape" Command="Close" />
+    </Window.InputBindings>
+    <Window.CommandBindings>
+        <CommandBinding Command="Close" Executed="cmdEsc_OnPress" />
+    </Window.CommandBindings>
+    <Grid>
+        <Grid.RowDefinitions>
+            <RowDefinition />
+            <RowDefinition Height="80" />
+        </Grid.RowDefinitions>
+        <StackPanel Grid.Row="0">
+            <StackPanel>
+                <Grid>
+                    <Grid.ColumnDefinitions>
+                        <ColumnDefinition Width="*" />
+                        <ColumnDefinition Width="Auto" />
+                    </Grid.ColumnDefinitions>
+                    <Button
+                        Grid.Column="1"
+                        Click="BtnCancel_OnClick"
+                        Style="{StaticResource TitleBarCloseButtonStyle}">
+                        <Path
+                            Width="46"
+                            Height="32"
+                            Data="M 18,11 27,20 M 18,20 27,11"
+                            Stroke="{Binding Path=Foreground, RelativeSource={RelativeSource AncestorType={x:Type Button}}}"
+                            StrokeThickness="1">
+                            <Path.Style>
+                                <Style TargetType="Path">
+                                    <Style.Triggers>
+                                        <DataTrigger Binding="{Binding Path=IsActive, RelativeSource={RelativeSource FindAncestor, AncestorType={x:Type Window}}}" Value="False">
+                                            <Setter Property="Opacity" Value="0.5" />
+                                        </DataTrigger>
+                                    </Style.Triggers>
+                                </Style>
+                            </Path.Style>
+                        </Path>
+                    </Button>
+                </Grid>
+            </StackPanel>
+            <StackPanel Margin="26 0 26 0">
+                <TextBlock
+                    Margin="0 0 0 12"
+                    FontSize="20"
+                    FontWeight="SemiBold"
+                    Text="{DynamicResource updateAllPluginsButtonContent}"
+                    TextAlignment="Left" />
+
+                <StackPanel x:Name="UpdatePluginStackPanel" Margin="0 5 0 5" />
+
+                <Rectangle
+                    Height="1"
+                    Margin="0 5 0 5"
+                    Fill="{DynamicResource SeparatorForeground}" />
+
+                <CheckBox
+                    Margin="0 10 0 10"
+                    Content="{DynamicResource restartAfterUpdating}"
+                    IsChecked="{Binding Restart, Mode=TwoWay}" />
+            </StackPanel>
+        </StackPanel>
+        <Border
+            Grid.Row="1"
+            Margin="0 14 0 0"
+            Background="{DynamicResource PopupButtonAreaBGColor}"
+            BorderBrush="{DynamicResource PopupButtonAreaBorderColor}"
+            BorderThickness="0 1 0 0">
+            <StackPanel HorizontalAlignment="Center" Orientation="Horizontal">
+                <Button
+                    x:Name="btnCancel"
+                    MinWidth="140"
+                    Margin="10 0 5 0"
+                    Click="BtnCancel_OnClick"
+                    Content="{DynamicResource cancel}" />
+                <Button
+                    x:Name="btnUpdate"
+                    MinWidth="140"
+                    Margin="5 0 10 0"
+                    Click="btnUpdate_OnClick"
+                    Content="{DynamicResource update}"
+                    Style="{StaticResource AccentButtonStyle}" />
+            </StackPanel>
+        </Border>
+    </Grid>
+</Window>
diff --git a/Flow.Launcher/PluginUpdateWindow.xaml.cs b/Flow.Launcher/PluginUpdateWindow.xaml.cs
new file mode 100644
index 000000000..20f033425
--- /dev/null
+++ b/Flow.Launcher/PluginUpdateWindow.xaml.cs
@@ -0,0 +1,85 @@
+using System.Collections.Generic;
+using System.Windows;
+using System.Windows.Controls;
+using System.Windows.Input;
+using CommunityToolkit.Mvvm.DependencyInjection;
+using Flow.Launcher.Core.Plugin;
+using Flow.Launcher.Infrastructure.UserSettings;
+
+namespace Flow.Launcher
+{
+    public partial class PluginUpdateWindow : Window
+    {
+        public List<PluginUpdateInfo> Plugins { get; set; } = new();
+        public bool Restart { get; set; }
+
+        private readonly Settings _settings = Ioc.Default.GetRequiredService<Settings>();
+
+        public PluginUpdateWindow(List<PluginUpdateInfo> allPlugins)
+        {
+            Restart = _settings.AutoRestartAfterChanging;
+            InitializeComponent();
+            foreach (var plugin in allPlugins)
+            {
+                var checkBox = new CheckBox
+                {
+                    Content = string.Format(App.API.GetTranslation("updatePluginCheckboxContent"), plugin.Name, plugin.CurrentVersion, plugin.NewVersion),
+                    IsChecked = true,
+                    Margin = new Thickness(0, 5, 0, 5),
+                    Tag = plugin,
+                    VerticalAlignment = VerticalAlignment.Center,
+                };
+                checkBox.Checked += CheckBox_Checked;
+                checkBox.Unchecked += CheckBox_Unchecked;
+                UpdatePluginStackPanel.Children.Add(checkBox);
+                Plugins.Add(plugin);
+            }
+        }
+
+        private void CheckBox_Checked(object sender, RoutedEventArgs e)
+        {
+            if (sender is not CheckBox cb) return;
+            if (cb.Tag is not PluginUpdateInfo plugin) return;
+            if (!Plugins.Contains(plugin))
+            {
+                Plugins.Add(plugin);
+            }
+        }
+
+        private void CheckBox_Unchecked(object sender, RoutedEventArgs e)
+        {
+            if (sender is not CheckBox cb) return;
+            if (cb.Tag is not PluginUpdateInfo plugin) return;
+            if (Plugins.Contains(plugin))
+            {
+                Plugins.Remove(plugin);
+            }
+        }
+
+        private void BtnCancel_OnClick(object sender, RoutedEventArgs e)
+        {
+            DialogResult = false;
+            Close();
+        }
+
+        private void btnUpdate_OnClick(object sender, RoutedEventArgs e)
+        {
+            if (Plugins.Count == 0)
+            {
+                App.API.ShowMsgBox(App.API.GetTranslation("updatePluginNoSelected"));
+                return;
+            }
+
+            _ = PluginInstaller.UpdateAllPluginsAsync(Plugins, Restart);
+
+            DialogResult = true;
+            Close();
+        }
+
+        private void cmdEsc_OnPress(object sender, ExecutedRoutedEventArgs e)
+        {
+            DialogResult = false;
+            Close();
+        }
+    }
+}
diff --git a/Flow.Launcher/SettingPages/ViewModels/SettingsPanePluginStoreViewModel.cs b/Flow.Launcher/SettingPages/ViewModels/SettingsPanePluginStoreViewModel.cs
index 96cd44072..140a1765b 100644
--- a/Flow.Launcher/SettingPages/ViewModels/SettingsPanePluginStoreViewModel.cs
+++ b/Flow.Launcher/SettingPages/ViewModels/SettingsPanePluginStoreViewModel.cs
@@ -2,6 +2,7 @@
 using System.Collections.Generic;
 using System.Linq;
 using System.Threading.Tasks;
+using System.Windows;
 using CommunityToolkit.Mvvm.Input;
 using Flow.Launcher.Core.Plugin;
 using Flow.Launcher.Plugin;
@@ -112,7 +113,14 @@ public partial class SettingsPanePluginStoreViewModel : BaseModel
     [RelayCommand]
     private async Task CheckPluginUpdatesAsync()
     {
-        await PluginInstaller.CheckForPluginUpdatesAsync(silentUpdate: false);
+        await PluginInstaller.CheckForPluginUpdatesAsync((plugins) =>
+        {
+            Application.Current.Dispatcher.Invoke(() =>
+            {
+                var pluginUpdateWindow = new PluginUpdateWindow(plugins);
+                pluginUpdateWindow.ShowDialog();
+            });
+        }, silentUpdate: false);
     }
 
     private static string GetFileFromDialog(string title, string filter = "")