diff --git a/datamodel_code_generator/parser/jsonschema.py b/datamodel_code_generator/parser/jsonschema.py
index d54e8c392..ae011d6dd 100644
--- a/datamodel_code_generator/parser/jsonschema.py
+++ b/datamodel_code_generator/parser/jsonschema.py
@@ -673,6 +673,7 @@ def parse_item(
             singular_name = False
         if (
             parent
+            and not item.enum
             and item.has_constraint
             and (parent.has_constraint or self.field_constraints)
         ):
diff --git a/tests/data/expected/main/main_openapi_max_items_enum/output.py b/tests/data/expected/main/main_openapi_max_items_enum/output.py
new file mode 100644
index 000000000..1dcd60303
--- /dev/null
+++ b/tests/data/expected/main/main_openapi_max_items_enum/output.py
@@ -0,0 +1,19 @@
+# generated by datamodel-codegen:
+#   filename:  max_items_enum.yaml
+#   timestamp: 2019-07-26T00:00:00+00:00
+
+from __future__ import annotations
+
+from enum import Enum
+from typing import List, Optional
+
+from pydantic import BaseModel, Field
+
+
+class BarEnum(Enum):
+    hello = 'hello'
+    goodbye = 'goodbye'
+
+
+class Foo(BaseModel):
+    bar: Optional[List[BarEnum]] = Field(None, max_items=3)
diff --git a/tests/data/openapi/max_items_enum.yaml b/tests/data/openapi/max_items_enum.yaml
new file mode 100644
index 000000000..7c1520469
--- /dev/null
+++ b/tests/data/openapi/max_items_enum.yaml
@@ -0,0 +1,17 @@
+openapi: "3.1.0"
+components:
+  schemas:
+    Foo:
+      type: object
+      properties:
+        bar:
+          type: array
+          items:
+            enum:
+              - hello
+              - goodbye
+            maxLength: 5
+            minLength: 1
+            type: string
+            pattern: "^.*$"
+          maxItems: 3
\ No newline at end of file
diff --git a/tests/test_main.py b/tests/test_main.py
index 3c815bab9..88806487a 100644
--- a/tests/test_main.py
+++ b/tests/test_main.py
@@ -4157,3 +4157,28 @@ def test_main_collapse_root_models_field_constraints():
         )
     with pytest.raises(SystemExit):
         main()
+
+
+@freeze_time('2019-07-26')
+def test_main_openapi_max_items_enum():
+    with TemporaryDirectory() as output_dir:
+        output_file: Path = Path(output_dir) / 'output.py'
+        return_code: Exit = main(
+            [
+                '--input',
+                str(OPEN_API_DATA_PATH / 'max_items_enum.yaml'),
+                '--output',
+                str(output_file),
+                '--input-file-type',
+                'openapi',
+            ]
+        )
+        assert return_code == Exit.OK
+        assert (
+            output_file.read_text()
+            == (
+                EXPECTED_MAIN_PATH / 'main_openapi_max_items_enum' / 'output.py'
+            ).read_text()
+        )
+    with pytest.raises(SystemExit):
+        main()