diff --git a/Flow.Launcher.Core/ExternalPlugins/Environments/AbstractPluginEnvironment.cs b/Flow.Launcher.Core/ExternalPlugins/Environments/AbstractPluginEnvironment.cs
index 1a324a993..c37030812 100644
--- a/Flow.Launcher.Core/ExternalPlugins/Environments/AbstractPluginEnvironment.cs
+++ b/Flow.Launcher.Core/ExternalPlugins/Environments/AbstractPluginEnvironment.cs
@@ -4,6 +4,7 @@ using System.IO;
 using System.Linq;
 using System.Windows;
 using System.Windows.Forms;
+using Flow.Launcher.Infrastructure;
 using Flow.Launcher.Infrastructure.UserSettings;
 using Flow.Launcher.Plugin;
 using Flow.Launcher.Plugin.SharedCommands;
@@ -40,6 +41,12 @@ namespace Flow.Launcher.Core.ExternalPlugins.Environments
             PluginSettings = pluginSettings;
         }
 
+        /// <summary>
+        /// Resolves the configured executable path to an absolute path.
+        /// Supports both absolute paths and relative paths (relative to ProgramDirectory).
+        /// </summary>
+        private string ResolvedPluginsSettingsFilePath => Constant.ResolveAbsolutePath(PluginsSettingsFilePath);
+
         internal IEnumerable<PluginPair> Setup()
         {
             // If no plugin is using the language, return empty list
@@ -48,13 +55,14 @@ namespace Flow.Launcher.Core.ExternalPlugins.Environments
                 return new List<PluginPair>();
             }
 
-            if (!string.IsNullOrEmpty(PluginsSettingsFilePath) && FilesFolders.FileExists(PluginsSettingsFilePath))
+            var resolvedPath = ResolvedPluginsSettingsFilePath;
+            if (!string.IsNullOrEmpty(resolvedPath) && FilesFolders.FileExists(resolvedPath))
             {
                 // Ensure latest only if user is using Flow's environment setup.
-                if (PluginsSettingsFilePath.StartsWith(EnvPath, StringComparison.OrdinalIgnoreCase))
-                    EnsureLatestInstalled(ExecutablePath, PluginsSettingsFilePath, EnvPath);
+                if (resolvedPath.StartsWith(EnvPath, StringComparison.OrdinalIgnoreCase))
+                    EnsureLatestInstalled(ExecutablePath, resolvedPath, EnvPath);
 
-                return SetPathForPluginPairs(PluginsSettingsFilePath, Language);
+                return SetPathForPluginPairs(resolvedPath, Language);
             }
 
             var noRuntimeMessage = Localize.runtimePluginInstalledChooseRuntimePrompt(Language, EnvName, Environment.NewLine);
@@ -103,9 +111,10 @@ namespace Flow.Launcher.Core.ExternalPlugins.Environments
                 InstallEnvironment();
             }
 
-            if (FilesFolders.FileExists(PluginsSettingsFilePath))
+            resolvedPath = ResolvedPluginsSettingsFilePath;
+            if (FilesFolders.FileExists(resolvedPath))
             {
-                return SetPathForPluginPairs(PluginsSettingsFilePath, Language);
+                return SetPathForPluginPairs(resolvedPath, Language);
             }
             else
             {
diff --git a/Flow.Launcher.Infrastructure/Constant.cs b/Flow.Launcher.Infrastructure/Constant.cs
index 13da9f79f..57175930f 100644
--- a/Flow.Launcher.Infrastructure/Constant.cs
+++ b/Flow.Launcher.Infrastructure/Constant.cs
@@ -56,5 +56,25 @@ namespace Flow.Launcher.Infrastructure
         public const string Docs = "https://flowlauncher.com/docs";
 
         public const string SystemLanguageCode = "system";
+
+        /// <summary>
+        /// Resolves a path that may be relative to an absolute path.
+        /// If the path is already absolute, returns it as-is.
+        /// If the path is relative (starts with . or doesn't contain a drive), resolves it relative to ProgramDirectory.
+        /// </summary>
+        /// <param name="path">The path to resolve</param>
+        /// <returns>An absolute path</returns>
+        public static string ResolveAbsolutePath(string path)
+        {
+            if (string.IsNullOrEmpty(path))
+                return path;
+
+            // If already absolute, return as-is
+            if (Path.IsPathRooted(path))
+                return path;
+
+            // Resolve relative to ProgramDirectory
+            return Path.GetFullPath(Path.Combine(ProgramDirectory, path));
+        }
     }
 }
diff --git a/Flow.Launcher.Test/PathResolutionTest.cs b/Flow.Launcher.Test/PathResolutionTest.cs
new file mode 100644
index 000000000..4e03a2d6f
--- /dev/null
+++ b/Flow.Launcher.Test/PathResolutionTest.cs
@@ -0,0 +1,104 @@
+using System;
+using System.IO;
+using Xunit;
+using Flow.Launcher.Infrastructure;
+
+namespace Flow.Launcher.Test
+{
+    public class PathResolutionTest
+    {
+        [Fact]
+        public void ResolveAbsolutePath_WithAbsolutePath_ReturnsOriginalPath()
+        {
+            // Arrange
+            var absolutePath = @"C:\Program Files\Python\python.exe";
+
+            // Act
+            var result = Constant.ResolveAbsolutePath(absolutePath);
+
+            // Assert
+            Assert.Equal(absolutePath, result);
+        }
+
+        [Fact]
+        public void ResolveAbsolutePath_WithRelativePath_ResolvesToProgramDirectory()
+        {
+            // Arrange
+            var relativePath = @".\runtimes\python\pythonw.exe";
+
+            // Act
+            var result = Constant.ResolveAbsolutePath(relativePath);
+
+            // Assert
+            Assert.True(Path.IsPathRooted(result), "Result should be an absolute path");
+            Assert.Contains(Constant.ProgramDirectory, result);
+            Assert.EndsWith(@"runtimes\python\pythonw.exe", result);
+        }
+
+        [Fact]
+        public void ResolveAbsolutePath_WithDotDotPath_ResolvesCorrectly()
+        {
+            // Arrange
+            var relativePath = @"..\runtimes\node\node.exe";
+
+            // Act
+            var result = Constant.ResolveAbsolutePath(relativePath);
+
+            // Assert
+            Assert.True(Path.IsPathRooted(result), "Result should be an absolute path");
+        }
+
+        [Fact]
+        public void ResolveAbsolutePath_WithNullPath_ReturnsNull()
+        {
+            // Arrange
+            string nullPath = null;
+
+            // Act
+            var result = Constant.ResolveAbsolutePath(nullPath);
+
+            // Assert
+            Assert.Null(result);
+        }
+
+        [Fact]
+        public void ResolveAbsolutePath_WithEmptyPath_ReturnsEmpty()
+        {
+            // Arrange
+            var emptyPath = string.Empty;
+
+            // Act
+            var result = Constant.ResolveAbsolutePath(emptyPath);
+
+            // Assert
+            Assert.Equal(string.Empty, result);
+        }
+
+        [Fact]
+        public void ResolveAbsolutePath_WithForwardSlashes_ResolvesCorrectly()
+        {
+            // Arrange
+            var relativePath = @"./runtimes/python/pythonw.exe";
+
+            // Act
+            var result = Constant.ResolveAbsolutePath(relativePath);
+
+            // Assert
+            Assert.True(Path.IsPathRooted(result), "Result should be an absolute path");
+            Assert.Contains(Constant.ProgramDirectory, result);
+        }
+
+        [Fact]
+        public void ResolveAbsolutePath_WithUNCPath_ReturnsOriginalPath()
+        {
+            // Arrange
+            var uncPath = @"\\server\share\python\pythonw.exe";
+
+            // Act
+            var result = Constant.ResolveAbsolutePath(uncPath);
+
+            // Assert
+            Assert.Equal(uncPath, result);
+        }
+    }
+}