diff --git a/app/controllers/sessions_controller.rb b/app/controllers/sessions_controller.rb
index 4bd7d71e264bc9f1ca8f017a133b7ebbac39877f..bbf734b69f1893f9f32b891d519f10a4894a74e2 100644
--- a/app/controllers/sessions_controller.rb
+++ b/app/controllers/sessions_controller.rb
@@ -15,6 +15,8 @@ class SessionsController < Devise::SessionsController
   prepend_before_action :check_captcha, only: [:create]
   prepend_before_action :store_redirect_uri, only: [:new]
   prepend_before_action :ldap_servers, only: [:new, :create]
+  prepend_before_action :ensure_password_authentication_enabled!, if: :password_based_login?, only: [:create]
+
   before_action :auto_sign_in_with_provider, only: [:new]
   before_action :load_recaptcha
 
@@ -126,6 +128,14 @@ class SessionsController < Devise::SessionsController
   end
   # rubocop: enable CodeReuse/ActiveRecord
 
+  def ensure_password_authentication_enabled!
+    render_403 unless Gitlab::CurrentSettings.password_authentication_enabled_for_web?
+  end
+
+  def password_based_login?
+    user_params[:login].present? || user_params[:password].present?
+  end
+
   def user_params
     params.require(:user).permit(:login, :password, :remember_me, :otp_attempt, :device_response)
   end
diff --git a/changelogs/unreleased/security-jej-prevent-web-sign-in-bypass.yml b/changelogs/unreleased/security-jej-prevent-web-sign-in-bypass.yml
new file mode 100644
index 0000000000000000000000000000000000000000..02773fa1d7c11e8437b5cf8661bb9b8cd6083c93
--- /dev/null
+++ b/changelogs/unreleased/security-jej-prevent-web-sign-in-bypass.yml
@@ -0,0 +1,5 @@
+---
+title: Prevent bypass of restriction disabling web password sign in
+merge_request:
+author:
+type: security
diff --git a/spec/controllers/sessions_controller_spec.rb b/spec/controllers/sessions_controller_spec.rb
index ea7242c1aa8e7992e14ff8afa3e475888daeee83..661c6d7959770efd3b24a4257c140470666d0b01 100644
--- a/spec/controllers/sessions_controller_spec.rb
+++ b/spec/controllers/sessions_controller_spec.rb
@@ -56,7 +56,26 @@ describe SessionsController do
         it 'authenticates user correctly' do
           post(:create, params: { user: user_params })
 
-          expect(subject.current_user). to eq user
+          expect(subject.current_user).to eq user
+        end
+
+        context 'with password authentication disabled' do
+          before do
+            stub_application_setting(password_authentication_enabled_for_web: false)
+          end
+
+          it 'does not sign in the user' do
+            post(:create, params: { user: user_params })
+
+            expect(@request.env['warden']).not_to be_authenticated
+            expect(subject.current_user).to be_nil
+          end
+
+          it 'returns status 403' do
+            post(:create, params: { user: user_params })
+
+            expect(response.status).to eq 403
+          end
         end
 
         it 'creates an audit log record' do
@@ -151,6 +170,19 @@ describe SessionsController do
         end
       end
 
+      context 'with password authentication disabled' do
+        before do
+          stub_application_setting(password_authentication_enabled_for_web: false)
+        end
+
+        it 'allows 2FA stage of non-password login' do
+          authenticate_2fa(otp_attempt: user.current_otp)
+
+          expect(@request.env['warden']).to be_authenticated
+          expect(subject.current_user).to eq user
+        end
+      end
+
       ##
       # See #14900 issue
       #