diff --git a/src/openai/lib/azure.py b/src/openai/lib/azure.py
index 09fdd9507e..13302dbeb9 100644
--- a/src/openai/lib/azure.py
+++ b/src/openai/lib/azure.py
@@ -325,6 +325,8 @@ def _get_azure_ad_token(self) -> str | None:
 
     @override
     def _prepare_options(self, options: FinalRequestOptions) -> FinalRequestOptions:
+        self._refresh_api_key()
+
         headers: dict[str, str | Omit] = {**options.headers} if is_given(options.headers) else {}
 
         options = model_copy(options)
@@ -612,6 +614,8 @@ async def _get_azure_ad_token(self) -> str | None:
 
     @override
     async def _prepare_options(self, options: FinalRequestOptions) -> FinalRequestOptions:
+        await self._refresh_api_key()
+
         headers: dict[str, str | Omit] = {**options.headers} if is_given(options.headers) else {}
 
         options = model_copy(options)
diff --git a/tests/lib/test_azure.py b/tests/lib/test_azure.py
index 52c24eba27..4b7ddf036e 100644
--- a/tests/lib/test_azure.py
+++ b/tests/lib/test_azure.py
@@ -114,6 +114,44 @@ def token_provider() -> str:
     assert calls[1].request.headers.get("Authorization") == "Bearer second"
 
 
+@pytest.mark.respx()
+def test_client_api_key_provider_refresh_sync(respx_mock: MockRouter) -> None:
+    respx_mock.post(
+        "https://example-resource.azure.openai.com/openai/deployments/gpt-4/chat/completions?api-version=2024-02-01"
+    ).mock(
+        side_effect=[
+            httpx.Response(500, json={"error": "server error"}),
+            httpx.Response(200, json={"foo": "bar"}),
+        ]
+    )
+
+    counter = 0
+
+    def api_key_provider() -> str:
+        nonlocal counter
+
+        counter += 1
+
+        if counter == 1:
+            return "first"
+
+        return "second"
+
+    client = AzureOpenAI(
+        api_version="2024-02-01",
+        api_key=api_key_provider,
+        azure_endpoint="https://example-resource.azure.openai.com",
+    )
+    client.chat.completions.create(messages=[], model="gpt-4")
+
+    calls = cast("list[MockRequestCall]", respx_mock.calls)
+
+    assert len(calls) == 2
+
+    assert calls[0].request.headers.get("api-key") == "first"
+    assert calls[1].request.headers.get("api-key") == "second"
+
+
 @pytest.mark.asyncio
 @pytest.mark.respx()
 async def test_client_token_provider_refresh_async(respx_mock: MockRouter) -> None:
@@ -154,6 +192,46 @@ def token_provider() -> str:
     assert calls[1].request.headers.get("Authorization") == "Bearer second"
 
 
+@pytest.mark.asyncio
+@pytest.mark.respx()
+async def test_client_api_key_provider_refresh_async(respx_mock: MockRouter) -> None:
+    respx_mock.post(
+        "https://example-resource.azure.openai.com/openai/deployments/gpt-4/chat/completions?api-version=2024-02-01"
+    ).mock(
+        side_effect=[
+            httpx.Response(500, json={"error": "server error"}),
+            httpx.Response(200, json={"foo": "bar"}),
+        ]
+    )
+
+    counter = 0
+
+    async def api_key_provider() -> str:
+        nonlocal counter
+
+        counter += 1
+
+        if counter == 1:
+            return "first"
+
+        return "second"
+
+    client = AsyncAzureOpenAI(
+        api_version="2024-02-01",
+        api_key=api_key_provider,
+        azure_endpoint="https://example-resource.azure.openai.com",
+    )
+
+    await client.chat.completions.create(messages=[], model="gpt-4")
+
+    calls = cast("list[MockRequestCall]", respx_mock.calls)
+
+    assert len(calls) == 2
+
+    assert calls[0].request.headers.get("api-key") == "first"
+    assert calls[1].request.headers.get("api-key") == "second"
+
+
 class TestAzureLogging:
     @pytest.fixture(autouse=True)
     def logger_with_filter(self) -> logging.Logger: