diff --git a/src/vs/workbench/contrib/files/browser/fileActions.ts b/src/vs/workbench/contrib/files/browser/fileActions.ts
index 8fc60ca17e97e3605a3cc5dcfd6deb5322b831cf..43beeb606fdeae8fa5256d2fd54febb6f81ce587 100644
--- a/src/vs/workbench/contrib/files/browser/fileActions.ts
+++ b/src/vs/workbench/contrib/files/browser/fileActions.ts
@@ -980,7 +980,12 @@ const downloadFileHandler = (accessor: ServicesAccessor) => {
 	const explorerService = accessor.get(IExplorerService);
 	const stats = explorerService.getContext(true);
 
+	let canceled = false;
 	stats.forEach(async s => {
+		if (canceled) {
+			return;
+		}
+
 		if (isWeb) {
 			if (!s.isDirectory) {
 				triggerDownload(asDomUri(s.resource), s.name);
@@ -999,6 +1004,9 @@ const downloadFileHandler = (accessor: ServicesAccessor) => {
 			});
 			if (destination) {
 				await textFileService.copy(s.resource, destination);
+			} else {
+				// User canceled a download. In case there were multiple files selected we should cancel the remainder of the prompts #86100
+				canceled = true;
 			}
 		}
 	});