diff --git a/dspy/streaming/streaming_listener.py b/dspy/streaming/streaming_listener.py
index 5c1cc144df..4080f26cdd 100644
--- a/dspy/streaming/streaming_listener.py
+++ b/dspy/streaming/streaming_listener.py
@@ -1,3 +1,4 @@
+import inspect
 import re
 from collections import defaultdict
 from queue import Queue
@@ -135,7 +136,12 @@ def receive(self, chunk: ModelResponseStream):
                 return
 
         # Handle custom streamable types
-        if self._output_type and issubclass(self._output_type, Type) and self._output_type.is_streamable():
+        if (
+            self._output_type
+            and inspect.isclass(self._output_type)
+            and issubclass(self._output_type, Type)
+            and self._output_type.is_streamable()
+        ):
             if parsed_chunk := self._output_type.parse_stream_chunk(chunk):
                 return StreamResponse(
                     self.predict_name,
diff --git a/tests/streaming/test_streaming.py b/tests/streaming/test_streaming.py
index c4efaff7f4..08946a761b 100644
--- a/tests/streaming/test_streaming.py
+++ b/tests/streaming/test_streaming.py
@@ -1205,6 +1205,52 @@ async def chat_stream(*args, **kwargs):
     assert "success" in full_content
 
 
+@pytest.mark.anyio
+async def test_chat_adapter_with_generic_type_annotation():
+    class TestSignature(dspy.Signature):
+        question: str = dspy.InputField()
+        response: list[str] | int = dspy.OutputField()
+
+    class MyProgram(dspy.Module):
+        def __init__(self):
+            self.predict = dspy.Predict(TestSignature)
+
+        def forward(self, question, **kwargs):
+            return self.predict(question=question, **kwargs)
+
+    async def chat_stream(*args, **kwargs):
+        yield ModelResponseStream(model="gpt-4o-mini", choices=[StreamingChoices(delta=Delta(content="[[ ##"))])
+        yield ModelResponseStream(model="gpt-4o-mini", choices=[StreamingChoices(delta=Delta(content=" response"))])
+        yield ModelResponseStream(model="gpt-4o-mini", choices=[StreamingChoices(delta=Delta(content=" ## ]]\n\n"))])
+        yield ModelResponseStream(
+            model="gpt-4o-mini", choices=[StreamingChoices(delta=Delta(content="1"))]
+        )
+        yield ModelResponseStream(model="gpt-4o-mini", choices=[StreamingChoices(delta=Delta(content="\n\n[[ ##"))])
+        yield ModelResponseStream(model="gpt-4o-mini", choices=[StreamingChoices(delta=Delta(content=" completed"))])
+        yield ModelResponseStream(model="gpt-4o-mini", choices=[StreamingChoices(delta=Delta(content=" ## ]]"))])
+
+    program = dspy.streamify(
+        MyProgram(),
+        stream_listeners=[
+            dspy.streaming.StreamListener(signature_field_name="response"),
+        ],
+    )
+
+    with mock.patch("litellm.acompletion", side_effect=chat_stream):
+        with dspy.context(lm=dspy.LM("openai/gpt-4o-mini", cache=False), adapter=dspy.ChatAdapter()):
+            output = program(question="Say hello")
+            chunks = []
+            async for value in output:
+                if isinstance(value, StreamResponse):
+                    chunks.append(value)
+
+    assert len(chunks) > 0
+    assert chunks[0].signature_field_name == "response"
+
+    full_content = "".join(chunk.chunk for chunk in chunks)
+    assert "1" in full_content
+
+
 @pytest.mark.anyio
 async def test_chat_adapter_nested_pydantic_streaming():
     """Test ChatAdapter streaming with nested pydantic model."""