diff --git a/ModelDescriber/Annotations/SymfonyConstraintAnnotationReader.php b/ModelDescriber/Annotations/SymfonyConstraintAnnotationReader.php
index 57ec89787..4994c1851 100644
--- a/ModelDescriber/Annotations/SymfonyConstraintAnnotationReader.php
+++ b/ModelDescriber/Annotations/SymfonyConstraintAnnotationReader.php
@@ -12,6 +12,7 @@
 namespace Nelmio\ApiDocBundle\ModelDescriber\Annotations;
 
 use Doctrine\Common\Annotations\Reader;
+use Nelmio\ApiDocBundle\OpenApiPhp\Util;
 use OpenApi\Annotations as OA;
 use Symfony\Component\Validator\Constraints as Assert;
 
@@ -81,8 +82,7 @@ public function updateProperty($reflection, OA\Property $property): void
                 $property->minItems = (int) $annotation->min;
                 $property->maxItems = (int) $annotation->max;
             } elseif ($annotation instanceof Assert\Choice) {
-                $values = $annotation->callback ? call_user_func(is_array($annotation->callback) ? $annotation->callback : [$reflection->class, $annotation->callback]) : $annotation->choices;
-                $property->enum = array_values($values);
+                $this->applyEnumFromChoiceConstraint($property, $annotation, $reflection);
             } elseif ($annotation instanceof Assert\Range) {
                 $property->minimum = (int) $annotation->min;
                 $property->maximum = (int) $annotation->max;
@@ -131,4 +131,23 @@ private function appendPattern(OA\Schema $property, $newPattern): void
             $property->pattern = $newPattern;
         }
     }
+
+    /**
+     * @var ReflectionProperty|ReflectionClass
+     */
+    private function applyEnumFromChoiceConstraint(OA\Schema $property, Assert\Choice $choice, $reflection): void
+    {
+        if ($choice->callback) {
+            $enumValues = call_user_func(is_array($choice->callback) ? $choice->callback : [$reflection->class, $choice->callback]);
+        } else {
+            $enumValues = $choice->choices;
+        }
+
+        $setEnumOnThis = $property;
+        if ($choice->multiple) {
+            $setEnumOnThis = Util::getChild($property, OA\Items::class);
+        }
+
+        $setEnumOnThis->enum = array_values($enumValues);
+    }
 }
diff --git a/Tests/Functional/Entity/SymfonyConstraints.php b/Tests/Functional/Entity/SymfonyConstraints.php
index 2fa149e97..0cada3d6a 100644
--- a/Tests/Functional/Entity/SymfonyConstraints.php
+++ b/Tests/Functional/Entity/SymfonyConstraints.php
@@ -71,6 +71,13 @@ class SymfonyConstraints
      */
     private $propertyChoiceWithCallbackWithoutClass;
 
+    /**
+     * @var string[]
+     *
+     * @Assert\Choice(multiple=true, choices={"choice1", "choice2"})
+     */
+    private $propertyChoiceWithMultiple;
+
     /**
      * @var int
      *
@@ -145,6 +152,11 @@ public function setPropertyChoiceWithCallbackWithoutClass(int $propertyChoiceWit
         $this->propertyChoiceWithCallbackWithoutClass = $propertyChoiceWithCallbackWithoutClass;
     }
 
+    public function setPropertyChoiceWithMultiple(array $propertyChoiceWithMultiple): void
+    {
+        $this->propertyChoiceWithMultiple = $propertyChoiceWithMultiple;
+    }
+
     public function setPropertyExpression(int $propertyExpression): void
     {
         $this->propertyExpression = $propertyExpression;
diff --git a/Tests/Functional/FunctionalTest.php b/Tests/Functional/FunctionalTest.php
index e9a86762b..64a194ba5 100644
--- a/Tests/Functional/FunctionalTest.php
+++ b/Tests/Functional/FunctionalTest.php
@@ -395,6 +395,13 @@ public function testSymfonyConstraintDocumentation()
                     'type' => 'integer',
                     'enum' => ['choice1', 'choice2'],
                 ],
+                'propertyChoiceWithMultiple' => [
+                    'type' => 'array',
+                    'items' => [
+                        'type' => 'string',
+                        'enum' => ['choice1', 'choice2'],
+                    ],
+                ],
                 'propertyExpression' => [
                     'type' => 'integer',
                 ],
diff --git a/Tests/ModelDescriber/Annotations/SymfonyConstraintAnnotationReaderTest.php b/Tests/ModelDescriber/Annotations/SymfonyConstraintAnnotationReaderTest.php
index 876f75b12..585f19d21 100644
--- a/Tests/ModelDescriber/Annotations/SymfonyConstraintAnnotationReaderTest.php
+++ b/Tests/ModelDescriber/Annotations/SymfonyConstraintAnnotationReaderTest.php
@@ -106,6 +106,27 @@ public function testAssertChoiceResultsInNumericArray()
         $this->assertEquals($schema->properties[0]->enum, ['active', 'blocked']);
     }
 
+    public function testMultipleChoiceConstraintsApplyEnumToItems()
+    {
+        $entity = new class() {
+            /**
+             * @Assert\Choice(choices={"one", "two"}, multiple=true)
+             */
+            private $property1;
+        };
+
+        $schema = new OA\Schema([]);
+        $schema->merge([new OA\Property(['property' => 'property1'])]);
+
+        $symfonyConstraintAnnotationReader = new SymfonyConstraintAnnotationReader(new AnnotationReader());
+        $symfonyConstraintAnnotationReader->setSchema($schema);
+
+        $symfonyConstraintAnnotationReader->updateProperty(new \ReflectionProperty($entity, 'property1'), $schema->properties[0]);
+
+        $this->assertInstanceOf(OA\Items::class, $schema->properties[0]->items);
+        $this->assertEquals($schema->properties[0]->items->enum, ['one', 'two']);
+    }
+
     /**
      * @group https://github.com/nelmio/NelmioApiDocBundle/issues/1780
      */