diff --git a/extensions/css-language-features/package.json b/extensions/css-language-features/package.json
index 4c46a1391c9fb..1021c7b2f98c8 100644
--- a/extensions/css-language-features/package.json
+++ b/extensions/css-language-features/package.json
@@ -66,6 +66,20 @@
             "default": true,
             "description": "%css.validate.desc%"
           },
+          "css.importAliases": {
+            "type": "object",
+            "additionalProperties": false,
+            "patternProperties": {
+              "^[^/]+(/)?$": {
+                "type": "string",
+                "pattern": "((\\.css)|/)$",
+                "patternErrorMessage": "Path must end with stylesheet filetype or forward slash"
+              }
+            },
+            "scope": "resource",
+            "default": null,
+            "description": "%css.importAliases%"
+          },
           "css.hover.documentation": {
             "type": "boolean",
             "scope": "resource",
@@ -382,6 +396,20 @@
             "default": true,
             "description": "%scss.validate.desc%"
           },
+          "scss.importAliases": {
+            "type": "object",
+            "additionalProperties": false,
+            "patternProperties": {
+              "^[^/]+(/)?$": {
+                "type": "string",
+                "pattern": "((\\.s?css)|/)$",
+                "patternErrorMessage": "Path must end with stylesheet filetype or forward slash"
+              }
+            },
+            "scope": "resource",
+            "default": null,
+            "description": "%scss.importAliases%"
+          },
           "scss.hover.documentation": {
             "type": "boolean",
             "scope": "resource",
diff --git a/extensions/css-language-features/package.nls.json b/extensions/css-language-features/package.nls.json
index 057ec214bc2f8..ff794d02bd5a6 100644
--- a/extensions/css-language-features/package.nls.json
+++ b/extensions/css-language-features/package.nls.json
@@ -2,6 +2,7 @@
 	"displayName": "CSS Language Features",
 	"description": "Provides rich language support for CSS, LESS and SCSS files.",
 	"css.title": "CSS",
+	"css.importAliases": "Defines path aliases for @import statements. Each key represents an alias and each value a file or folder path. Paths are resolved relative to the .vscode folder containing the settings file. In multi-root or monorepo workspaces, each folder can define its own aliases independently; an alias in workspace settings take priority over the same alias in nested settings.",
 	"css.customData.desc": "A list of relative file paths pointing to JSON files following the [custom data format](https://github.com/microsoft/vscode-css-languageservice/blob/master/docs/customData.md).\n\nVS Code loads custom data on startup to enhance its CSS support for CSS custom properties (variables), at-rules, pseudo-classes, and pseudo-elements you specify in the JSON files.\n\nThe file paths are relative to workspace and only workspace folder settings are considered.",
 	"css.completion.triggerPropertyValueCompletion.desc": "By default, VS Code triggers property value completion after selecting a CSS property. Use this setting to disable this behavior.",
 	"css.completion.completePropertyWithSemicolon.desc": "Insert semicolon at end of line when completing CSS properties.",
@@ -72,6 +73,7 @@
 	"less.format.preserveNewLines.desc": "Whether existing line breaks before rules and declarations should be preserved.",
 	"less.format.maxPreserveNewLines.desc": "Maximum number of line breaks to be preserved in one chunk, when `#less.format.preserveNewLines#` is enabled.",
 	"scss.title": "SCSS (Sass)",
+	"scss.importAliases": "Defines path aliases for @import/@use statements. Each key represents an alias and each value a file or folder path. Paths are resolved relative to the .vscode folder containing the settings file. In multi-root or monorepo workspaces, each folder can define its own aliases independently; an alias in workspace settings take priority over the same alias in nested settings.",
 	"scss.completion.triggerPropertyValueCompletion.desc": "By default, VS Code triggers property value completion after selecting a CSS property. Use this setting to disable this behavior.",
 	"scss.completion.completePropertyWithSemicolon.desc": "Insert semicolon at end of line when completing CSS properties.",
 	"scss.lint.argumentsInColorFunction.desc": "Invalid number of parameters.",
diff --git a/extensions/css-language-features/server/src/cssServer.ts b/extensions/css-language-features/server/src/cssServer.ts
index c3ab75519c3e0..21a6a000bfa64 100644
--- a/extensions/css-language-features/server/src/cssServer.ts
+++ b/extensions/css-language-features/server/src/cssServer.ts
@@ -175,6 +175,7 @@ export function startServer(connection: Connection, runtime: RuntimeEnvironment)
 	function updateConfiguration(settings: any) {
 		for (const languageId in languageServices) {
 			languageServices[languageId].configure(settings[languageId]);
+			languageServices[languageId].clearCache();
 		}
 		// reset all document settings
 		documentSettings = {};
@@ -238,9 +239,19 @@ export function startServer(connection: Connection, runtime: RuntimeEnvironment)
 		return runSafeAsync(runtime, async () => {
 			const document = documents.get(documentDefinitionParams.textDocument.uri);
 			if (document) {
-				await dataProvidersReady;
+				const [settings] = await Promise.all([
+					getDocumentSettings(document),
+					dataProvidersReady
+				]);
+				const languageService = getLanguageService(document);
+
+				// Apply per-document configuration
+				if (settings) {
+					languageService.configure(settings);
+				}
+
 				const stylesheet = stylesheets.get(document);
-				return getLanguageService(document).findDefinition(document, documentDefinitionParams.position, stylesheet);
+				return languageService.findDefinition(document, documentDefinitionParams.position, stylesheet);
 			}
 			return null;
 		}, null, `Error while computing definitions for ${documentDefinitionParams.textDocument.uri}`, token);
@@ -263,10 +274,19 @@ export function startServer(connection: Connection, runtime: RuntimeEnvironment)
 		return runSafeAsync(runtime, async () => {
 			const document = documents.get(documentLinkParams.textDocument.uri);
 			if (document) {
-				await dataProvidersReady;
+				const settingsPromise = getDocumentSettings(document);
+				const [settings] = await Promise.all([settingsPromise, dataProvidersReady]);
+
+				const languageService = getLanguageService(document);
+
+				// Apply per-document configuration
+				if (settings) {
+					languageService.configure(settings);
+				}
+
 				const documentContext = getDocumentContext(document.uri, workspaceFolders);
 				const stylesheet = stylesheets.get(document);
-				return getLanguageService(document).findDocumentLinks2(document, stylesheet, documentContext);
+				return languageService.findDocumentLinks2(document, stylesheet, documentContext);
 			}
 			return [];
 		}, [], `Error while computing document links for ${documentLinkParams.textDocument.uri}`, token);