diff --git a/extensions/typescript-language-features/src/features/completionItemProvider.ts b/extensions/typescript-language-features/src/features/completionItemProvider.ts
index 803342d7ffa..c7f191c2f28 100644
--- a/extensions/typescript-language-features/src/features/completionItemProvider.ts
+++ b/extensions/typescript-language-features/src/features/completionItemProvider.ts
@@ -242,6 +242,9 @@ namespace CompletionConfiguration {
 }
 
 export default class TypeScriptCompletionItemProvider implements vscode.CompletionItemProvider {
+
+	public static readonly triggerCharacters = ['.', '"', '\'', '/', '@'];
+
 	constructor(
 		private readonly client: ITypeScriptServiceClient,
 		private readonly typingsStatus: TypingsStatus,
@@ -279,10 +282,11 @@ export default class TypeScriptCompletionItemProvider implements vscode.Completi
 			return [];
 		}
 
-		const args: Proto.CompletionsRequestArgs = {
+		const args: Proto.CompletionsRequestArgs & { triggerCharacter?: string } = {
 			...typeConverters.Position.toFileLocationRequestArgs(file, position),
 			includeExternalModuleExports: completionConfiguration.autoImportSuggestions,
-			includeInsertTextCompletions: true
+			includeInsertTextCompletions: true,
+			triggerCharacter: context.triggerCharacter
 		};
 
 		let msg: Proto.CompletionEntry[] | undefined = undefined;
@@ -437,7 +441,7 @@ export default class TypeScriptCompletionItemProvider implements vscode.Completi
 		line: vscode.TextLine,
 		position: vscode.Position
 	): boolean {
-		if (context.triggerCharacter === '"' || context.triggerCharacter === '\'') {
+		if ((context.triggerCharacter === '"' || context.triggerCharacter === '\'') && !this.client.apiVersion.has290Features()) {
 			if (!config.quickSuggestionsForPaths) {
 				return false;
 			}
diff --git a/extensions/typescript-language-features/src/languageProvider.ts b/extensions/typescript-language-features/src/languageProvider.ts
index b2cdbf56456..cb5bee33845 100644
--- a/extensions/typescript-language-features/src/languageProvider.ts
+++ b/extensions/typescript-language-features/src/languageProvider.ts
@@ -92,9 +92,10 @@ export default class LanguageProvider {
 		const selector = this.documentSelector;
 		const config = workspace.getConfiguration(this.id);
 
+		const TypeScriptCompletionItemProvider = (await import('./features/completionItemProvider')).default;
 		this.disposables.push(languages.registerCompletionItemProvider(selector,
-			new (await import('./features/completionItemProvider')).default(client, typingsStatus, commandManager),
-			'.', '"', '\'', '/', '@'));
+			new TypeScriptCompletionItemProvider(client, typingsStatus, commandManager),
+			...TypeScriptCompletionItemProvider.triggerCharacters));
 
 		this.disposables.push(languages.registerCompletionItemProvider(selector, new (await import('./features/directiveCommentCompletionProvider')).default(client), '@'));
 
diff --git a/extensions/typescript-language-features/src/utils/api.ts b/extensions/typescript-language-features/src/utils/api.ts
index 7dadfd840f1..344687f4f54 100644
--- a/extensions/typescript-language-features/src/utils/api.ts
+++ b/extensions/typescript-language-features/src/utils/api.ts
@@ -101,4 +101,9 @@ export default class API {
 	public has280Features(): boolean {
 		return semver.gte(this.version, '2.8.0');
 	}
+
+	@memoize
+	public has290Features(): boolean {
+		return semver.gte(this.version, '2.9.0');
+	}
 }
\ No newline at end of file