diff --git a/src/openai/_streaming.py b/src/openai/_streaming.py
index 78e2d20aa7..cc499c318a 100644
--- a/src/openai/_streaming.py
+++ b/src/openai/_streaming.py
@@ -11,7 +11,8 @@
 import httpx2
 
 from ._utils import is_mapping, extract_type_var_from_base
-from ._exceptions import APIError
+from ._httpx2 import timeout_exceptions
+from ._exceptions import APIError, OpenAIError, APITimeoutError, APIConnectionError
 
 if TYPE_CHECKING:
     from ._client import OpenAI, AsyncOpenAI
@@ -106,6 +107,12 @@ def __stream__(self) -> Iterator[_T]:
                         cast_to=cast_to,
                         response=response,
                     )
+        except timeout_exceptions() as err:
+            raise APITimeoutError(request=response.request) from err
+        except OpenAIError:
+            raise
+        except Exception as err:
+            raise APIConnectionError(request=response.request) from err
         finally:
             # Ensure the response is closed even if the consumer doesn't read all data
             response.close()
@@ -216,6 +223,12 @@ async def __stream__(self) -> AsyncIterator[_T]:
                         cast_to=cast_to,
                         response=response,
                     )
+        except timeout_exceptions() as err:
+            raise APITimeoutError(request=response.request) from err
+        except OpenAIError:
+            raise
+        except Exception as err:
+            raise APIConnectionError(request=response.request) from err
         finally:
             # Ensure the response is closed even if the consumer doesn't read all data
             await response.aclose()
diff --git a/tests/test_streaming.py b/tests/test_streaming.py
index ae6c0590f7..df409de617 100644
--- a/tests/test_streaming.py
+++ b/tests/test_streaming.py
@@ -5,9 +5,60 @@
 import httpx2
 import pytest
 
-from openai import OpenAI, AsyncOpenAI
+from openai import OpenAI, AsyncOpenAI, APITimeoutError
 from openai._streaming import Stream, AsyncStream, ServerSentEvent
 
+FIRST_CHUNK = (
+    b'data: {"id":"c1","object":"chat.completion.chunk","created":0,"model":"gpt-5.2",'
+    b'"choices":[{"index":0,"delta":{"role":"assistant","content":"hi"},"finish_reason":null}]}\n\n'
+)
+
+
+class _DiesMidStream(httpx2.SyncByteStream):
+    def __iter__(self) -> Iterator[bytes]:
+        yield FIRST_CHUNK
+        raise httpx2.ReadTimeout("timed out while reading the stream")
+
+
+class _AsyncDiesMidStream(httpx2.AsyncByteStream):
+    async def __aiter__(self) -> AsyncIterator[bytes]:
+        yield FIRST_CHUNK
+        raise httpx2.ReadTimeout("timed out while reading the stream")
+
+
+def test_sync_stream_wraps_mid_stream_transport_error() -> None:
+    def handler(request: httpx2.Request) -> httpx2.Response:
+        return httpx2.Response(200, headers={"content-type": "text/event-stream"}, stream=_DiesMidStream())
+
+    client = OpenAI(
+        api_key="My API Key",
+        http_client=httpx2.Client(transport=httpx2.MockTransport(handler)),
+        max_retries=0,
+    )
+
+    with pytest.raises(APITimeoutError):
+        for _ in client.chat.completions.create(
+            model="gpt-5.2", messages=[{"role": "user", "content": "hi"}], stream=True
+        ):
+            pass
+
+
+async def test_async_stream_wraps_mid_stream_transport_error() -> None:
+    async def handler(request: httpx2.Request) -> httpx2.Response:
+        return httpx2.Response(200, headers={"content-type": "text/event-stream"}, stream=_AsyncDiesMidStream())
+
+    client = AsyncOpenAI(
+        api_key="My API Key",
+        http_client=httpx2.AsyncClient(transport=httpx2.MockTransport(handler)),
+        max_retries=0,
+    )
+
+    with pytest.raises(APITimeoutError):
+        async for _ in await client.chat.completions.create(
+            model="gpt-5.2", messages=[{"role": "user", "content": "hi"}], stream=True
+        ):
+            pass
+
 
 @pytest.mark.asyncio
 @pytest.mark.parametrize("sync", [True, False], ids=["sync", "async"])