diff --git a/extensions/json-language-features/client/src/jsonMain.ts b/extensions/json-language-features/client/src/jsonMain.ts
index e38e6221c5b..46a39b4be44 100644
--- a/extensions/json-language-features/client/src/jsonMain.ts
+++ b/extensions/json-language-features/client/src/jsonMain.ts
@@ -8,7 +8,7 @@ import * as fs from 'fs';
 import * as nls from 'vscode-nls';
 const localize = nls.loadMessageBundle();
 
-import { workspace, window, languages, ExtensionContext, extensions, Uri, LanguageConfiguration, Diagnostic, StatusBarAlignment, TextEditor } from 'vscode';
+import { workspace, window, languages, commands, ExtensionContext, extensions, Uri, LanguageConfiguration, Diagnostic, StatusBarAlignment } from 'vscode';
 import { LanguageClient, LanguageClientOptions, RequestType, ServerOptions, TransportKind, NotificationType, DidChangeConfigurationNotification, HandleDiagnosticsSignature } from 'vscode-languageclient';
 import TelemetryReporter from 'vscode-extension-telemetry';
 
@@ -22,6 +22,10 @@ namespace SchemaContentChangeNotification {
 	export const type: NotificationType<string, any> = new NotificationType('json/schemaContent');
 }
 
+namespace SchemaRetryNotification {
+	export const type: NotificationType<string, any> = new NotificationType('json/schemaRetry');
+}
+
 export interface ISchemaAssociations {
 	[pattern: string]: string[];
 }
@@ -78,7 +82,7 @@ export function activate(context: ExtensionContext) {
 	let documentSelector = ['json', 'jsonc'];
 
 	let statusBarItem = window.createStatusBarItem(StatusBarAlignment.Right, 0);
-	statusBarItem.text = '$(alert)  JSON';
+	statusBarItem.command = '_json.retrySchema';
 	toDispose.push(statusBarItem);
 
 	// Options to control the language client
@@ -100,7 +104,9 @@ export function activate(context: ExtensionContext) {
 				if (schemaErrorIndex !== -1) {
 					// Show schema resolution errors in status bar only; ref: #51032
 					const schemaResolveDiagnostic = diagnostics[schemaErrorIndex];
-					statusBarItem.tooltip = schemaResolveDiagnostic.message;
+					statusBarItem.tooltip = schemaResolveDiagnostic.message +
+						'\n' + localize('json.clickToRetry', 'Click to retry.');
+					statusBarItem.text = '$(alert)  JSON';
 					statusBarItem.show();
 					diagnostics.splice(schemaErrorIndex, 1);
 				} else {
@@ -140,7 +146,7 @@ export function activate(context: ExtensionContext) {
 			}
 		};
 
-		let handleActiveEditorChange = (_?: TextEditor) => {
+		let handleActiveEditorChange = () => {
 			statusBarItem.hide();
 		};
 
@@ -148,6 +154,15 @@ export function activate(context: ExtensionContext) {
 		toDispose.push(workspace.onDidCloseTextDocument(d => handleContentChange(d.uri)));
 		toDispose.push(window.onDidChangeActiveTextEditor(handleActiveEditorChange));
 
+		let handleRetrySchemaCommand = () => {
+			if (window.activeTextEditor) {
+				client.sendNotification(SchemaRetryNotification.type, window.activeTextEditor.document.uri.toString());
+				statusBarItem.text = '$(watch)  JSON';
+			}
+		};
+
+		toDispose.push(commands.registerCommand('_json.retrySchema', handleRetrySchemaCommand));
+
 		client.sendNotification(SchemaAssociationNotification.type, getSchemaAssociation(context));
 	});
 
diff --git a/extensions/json-language-features/package.nls.json b/extensions/json-language-features/package.nls.json
index 943de414e15..62e983f9bb6 100644
--- a/extensions/json-language-features/package.nls.json
+++ b/extensions/json-language-features/package.nls.json
@@ -9,5 +9,6 @@
 	"json.format.enable.desc": "Enable/disable default JSON formatter",
 	"json.tracing.desc": "Traces the communication between VS Code and the JSON language server.",
 	"json.colorDecorators.enable.desc": "Enables or disables color decorators",
-	"json.colorDecorators.enable.deprecationMessage": "The setting `json.colorDecorators.enable` has been deprecated in favor of `editor.colorDecorators`."
-}
\ No newline at end of file
+	"json.colorDecorators.enable.deprecationMessage": "The setting `json.colorDecorators.enable` has been deprecated in favor of `editor.colorDecorators`.",
+	"json.clickToRetry": "Click to retry."
+}