diff --git a/web/packages/teleport/src/DesktopSession/DesktopSession.tsx b/web/packages/teleport/src/DesktopSession/DesktopSession.tsx
index 7bcaeda1a8700..f76ce7dc726c6 100644
--- a/web/packages/teleport/src/DesktopSession/DesktopSession.tsx
+++ b/web/packages/teleport/src/DesktopSession/DesktopSession.tsx
@@ -33,6 +33,7 @@ import { AuthenticatedWebSocket } from 'teleport/lib/AuthenticatedWebSocket';
 import { adaptWebSocketToTdpTransport } from 'teleport/lib/tdp';
 import { shouldShowMfaPrompt, useMfaEmitter } from 'teleport/lib/useMfa';
 import { getHostName } from 'teleport/services/api';
+import auth from 'teleport/services/auth';
 
 export function DesktopSession() {
   const ctx = useTeleport();
@@ -72,10 +73,29 @@ export function DesktopSession() {
     }, [ctx.userService])
   );
 
-  const hasAnotherSession = useCallback(
-    () => ctx.desktopService.checkDesktopIsActive(clusterId, desktopName),
-    [clusterId, ctx.desktopService, desktopName]
-  );
+  // Returns an active session only if per-session MFA is disabled.
+  // This improves the user experience by preventing multiple confirmation prompts:
+  // - one from the active desktop alert,
+  // - another from the per-session MFA prompt.
+  // The check for another session was added to prevent a situation where a user could be tricked
+  // into clicking a link that would DOS another user's active session.
+  // https://github.com/gravitational/webapps/pull/1297
+  // Showing only the MFA prompt is enough for security.
+  const hasAnotherSession = useCallback(async (): Promise<boolean> => {
+    const [mfaRequiredResponse, desktopActive] = await Promise.all([
+      auth.checkMfaRequired(clusterId, {
+        windows_desktop: {
+          desktop_name: desktopName,
+          login: username,
+        },
+      }),
+      ctx.desktopService.checkDesktopIsActive(clusterId, desktopName),
+    ]);
+    if (mfaRequiredResponse.required) {
+      return false;
+    }
+    return desktopActive;
+  }, [clusterId, ctx.desktopService, desktopName, username]);
 
   useEffect(() => {
     fetchAcl();
diff --git a/web/packages/teleport/src/Discover/ConnectMyComputer/TestConnection/TestConnection.story.tsx b/web/packages/teleport/src/Discover/ConnectMyComputer/TestConnection/TestConnection.story.tsx
index 218b443e03898..e9dbace9ceb26 100644
--- a/web/packages/teleport/src/Discover/ConnectMyComputer/TestConnection/TestConnection.story.tsx
+++ b/web/packages/teleport/src/Discover/ConnectMyComputer/TestConnection/TestConnection.story.tsx
@@ -41,7 +41,7 @@ export default {
           HttpResponse.json({})
         ),
         mfaRequired: [
-          http.post(cfg.getMfaRequiredUrl(), () =>
+          http.post(cfg.getMfaRequiredUrl(cfg.proxyCluster), () =>
             HttpResponse.json({ required: false })
           ),
         ],
diff --git a/web/packages/teleport/src/Discover/Shared/ConnectionDiagnostic/useConnectionDiagnostic.ts b/web/packages/teleport/src/Discover/Shared/ConnectionDiagnostic/useConnectionDiagnostic.ts
index b47dbf3b7411a..ba3dca5e5e55f 100644
--- a/web/packages/teleport/src/Discover/Shared/ConnectionDiagnostic/useConnectionDiagnostic.ts
+++ b/web/packages/teleport/src/Discover/Shared/ConnectionDiagnostic/useConnectionDiagnostic.ts
@@ -73,7 +73,10 @@ export function useConnectionDiagnostic() {
     try {
       if (!mfaAuthnResponse) {
         const mfaReq = getMfaRequest(req, resourceSpec);
-        const sessionMfa = await auth.checkMfaRequired(mfaReq);
+        const sessionMfa = await auth.checkMfaRequired(
+          ctx.storeUser.getClusterId(),
+          mfaReq
+        );
         if (sessionMfa.required) {
           setShowMfaDialog(true);
           return { mfaRequired: true };
diff --git a/web/packages/teleport/src/config.ts b/web/packages/teleport/src/config.ts
index 22ce460dd28dc..e28788dfc7f53 100644
--- a/web/packages/teleport/src/config.ts
+++ b/web/packages/teleport/src/config.ts
@@ -823,8 +823,7 @@ const cfg = {
     return generatePath(cfg.api.connectionDiagnostic, { clusterId });
   },
 
-  getMfaRequiredUrl() {
-    const clusterId = cfg.proxyCluster;
+  getMfaRequiredUrl(clusterId: string) {
     return generatePath(cfg.api.mfaRequired, { clusterId });
   },
 
diff --git a/web/packages/teleport/src/services/auth/auth.ts b/web/packages/teleport/src/services/auth/auth.ts
index 4b04aa20c693b..eb0e9d864a797 100644
--- a/web/packages/teleport/src/services/auth/auth.ts
+++ b/web/packages/teleport/src/services/auth/auth.ts
@@ -409,10 +409,11 @@ const auth = {
 };
 
 function checkMfaRequired(
+  clusterId: string,
   params: IsMfaRequiredRequest,
-  abortSignal?
+  abortSignal?: AbortSignal
 ): Promise<IsMfaRequiredResponse> {
-  return api.post(cfg.getMfaRequiredUrl(), params, abortSignal);
+  return api.post(cfg.getMfaRequiredUrl(clusterId), params, abortSignal);
 }
 
 function base64EncodeUnicode(str: string) {