diff --git a/core-bundle/src/EventListener/LegacyLoginConstantsListener.php b/core-bundle/src/EventListener/LegacyLoginConstantsListener.php
index 2ccb27a9fe5..6b8d2301ea3 100644
--- a/core-bundle/src/EventListener/LegacyLoginConstantsListener.php
+++ b/core-bundle/src/EventListener/LegacyLoginConstantsListener.php
@@ -34,14 +34,6 @@ public function __construct(ContaoFramework $framework)
 
     public function __invoke(RequestEvent $event): void
     {
-        // Set the legacy login constants if the legacy framework was initialized before.
-        // Otherwise allow the framework to set them itself during initialize.
-        if (!$this->framework->isInitialized()) {
-            $this->framework->setLoginConstantsOnInit(true);
-
-            return;
-        }
-
         $this->framework->setLoginConstants($event->getRequest());
     }
 }
diff --git a/core-bundle/src/Framework/ContaoFramework.php b/core-bundle/src/Framework/ContaoFramework.php
index df8a7c40369..d5087668222 100644
--- a/core-bundle/src/Framework/ContaoFramework.php
+++ b/core-bundle/src/Framework/ContaoFramework.php
@@ -99,7 +99,7 @@ class ContaoFramework implements ContaoFrameworkInterface, ContainerAwareInterfa
     /**
      * @var bool
      */
-    private $setLoginConstants = false;
+    private $setLoginConstantsOnInit = false;
 
     public function __construct(RequestStack $requestStack, ScopeMatcher $scopeMatcher, TokenChecker $tokenChecker, Filesystem $filesystem, string $projectDir, int $errorLevel)
     {
@@ -181,21 +181,18 @@ public function getAdapter($class): Adapter
         return $this->adapterCache[$class];
     }
 
-    /**
-     * Allows the login constants to be set during initialize.
-     *
-     * @deprecated Deprecated since Contao 4.9, to be removed in Contao 5.0
-     */
-    public function setLoginConstantsOnInit(bool $setLoginConstants = true): void
-    {
-        $this->setLoginConstants = $setLoginConstants;
-    }
-
     /**
      * @deprecated Deprecated since Contao 4.9, to be removed in Contao 5.0
      */
     public function setLoginConstants(Request $request = null): void
     {
+        // If the framework has not been initialized yet, set the login constants on init (#4968)
+        if (!$this->isInitialized()) {
+            $this->setLoginConstantsOnInit = true;
+
+            return;
+        }
+
         if (null !== $request && $this->scopeMatcher->isFrontendRequest($request)) {
             \define('BE_USER_LOGGED_IN', $this->tokenChecker->hasBackendUser() && $this->tokenChecker->isPreviewMode());
             \define('FE_USER_LOGGED_IN', $this->tokenChecker->hasFrontendUser());
@@ -225,7 +222,7 @@ private function setConstants(): void
         $request = $this->requestStack->getCurrentRequest();
 
         // Define the login status constants (see #4099, #5279)
-        if ($this->setLoginConstants || null === $request) {
+        if ($this->setLoginConstantsOnInit || null === $request) {
             $this->setLoginConstants($request);
         }
 
diff --git a/core-bundle/tests/Framework/ContaoFrameworkTest.php b/core-bundle/tests/Framework/ContaoFrameworkTest.php
index 7d11f31ecda..66eb2b3e7c1 100644
--- a/core-bundle/tests/Framework/ContaoFrameworkTest.php
+++ b/core-bundle/tests/Framework/ContaoFrameworkTest.php
@@ -264,9 +264,12 @@ public function testSetsTheLoginConstantsOnInitIfEnabled(): void
         $request->attributes->set('_route', 'dummy');
         $request->attributes->set('_scope', 'frontend');
 
-        $framework = $this->mockFramework();
+        $framework = $this->mockFramework($request);
         $framework->setContainer($this->getContainerWithContaoConfiguration());
-        $framework->setLoginConstantsOnInit(true);
+
+        // Call setLoginConstants before initialize
+        $framework->setLoginConstants($request);
+
         $framework->initialize();
 
         $this->assertTrue(\defined('BE_USER_LOGGED_IN'));
@@ -337,7 +340,7 @@ public function testInitializesTheFrameworkInPreviewMode(): void
 
         $framework = $this->mockFramework($request, null, $tokenChecker);
         $framework->setContainer($this->getContainerWithContaoConfiguration());
-        $framework->setLoginConstantsOnInit(true);
+        $framework->setLoginConstants($request);
         $framework->initialize();
 
         $this->assertTrue(\defined('TL_MODE'));