diff --git a/litellm/litellm_core_utils/llm_cost_calc/tool_call_cost_tracking.py b/litellm/litellm_core_utils/llm_cost_calc/tool_call_cost_tracking.py
index 221b1ae6eab..361fee8f1ad 100644
--- a/litellm/litellm_core_utils/llm_cost_calc/tool_call_cost_tracking.py
+++ b/litellm/litellm_core_utils/llm_cost_calc/tool_call_cost_tracking.py
@@ -50,33 +50,40 @@ class StandardBuiltInToolCostTracking:
         """
         standard_built_in_tools_params = standard_built_in_tools_params or {}
 
-        # Handle web search
-        if StandardBuiltInToolCostTracking.response_object_includes_web_search_call(
-            response_object=response_object, usage=usage
-        ):
-            return StandardBuiltInToolCostTracking._handle_web_search_cost(
+        web_search_cost = (
+            StandardBuiltInToolCostTracking._handle_web_search_cost(
                 model=model,
                 custom_llm_provider=custom_llm_provider,
                 usage=usage,
                 standard_built_in_tools_params=standard_built_in_tools_params,
                 response_object=response_object,
             )
+            if StandardBuiltInToolCostTracking.response_object_includes_web_search_call(
+                response_object=response_object, usage=usage
+            )
+            else 0.0
+        )
 
-        # Handle file search
-        if StandardBuiltInToolCostTracking.response_object_includes_file_search_call(response_object=response_object):
-            return StandardBuiltInToolCostTracking._handle_file_search_cost(
+        file_search_cost = (
+            StandardBuiltInToolCostTracking._handle_file_search_cost(
                 model=model,
                 custom_llm_provider=custom_llm_provider,
                 standard_built_in_tools_params=standard_built_in_tools_params,
             )
+            if StandardBuiltInToolCostTracking.response_object_includes_file_search_call(
+                response_object=response_object
+            )
+            else 0.0
+        )
 
-        # Handle Azure assistant features
-        return StandardBuiltInToolCostTracking._handle_azure_assistant_costs(
+        azure_assistant_cost = StandardBuiltInToolCostTracking._handle_azure_assistant_costs(
             model=model,
             custom_llm_provider=custom_llm_provider,
             standard_built_in_tools_params=standard_built_in_tools_params,
         )
 
+        return web_search_cost + file_search_cost + azure_assistant_cost
+
     @staticmethod
     def _handle_web_search_cost(
         model: str,
@@ -428,12 +435,11 @@ class StandardBuiltInToolCostTracking:
         Returns:
             True if the ResponsesAPIResponse includes one of the specified output types, False otherwise.
         """
-        output = response_object.output
-        for output_item in output:
-            _output_type: Optional[str] = getattr(output_item, "type", None)
-            if _output_type == output_type:
-                return True
-        return False
+        return any(
+            (output_item.get("type") if isinstance(output_item, dict) else getattr(output_item, "type", None))
+            == output_type
+            for output_item in response_object.output
+        )
 
     @staticmethod
     def _safe_get_model_info(model: str, custom_llm_provider: Optional[str] = None) -> Optional[ModelInfo]:
diff --git a/tests/test_litellm/litellm_core_utils/llm_cost_calc/test_tool_call_cost_tracking.py b/tests/test_litellm/litellm_core_utils/llm_cost_calc/test_tool_call_cost_tracking.py
index 24fd3c94ee3..2c3794771f8 100644
--- a/tests/test_litellm/litellm_core_utils/llm_cost_calc/test_tool_call_cost_tracking.py
+++ b/tests/test_litellm/litellm_core_utils/llm_cost_calc/test_tool_call_cost_tracking.py
@@ -604,3 +604,45 @@ def test_web_search_provider_prefix_fallback_does_not_misprice_non_gemini_model(
 
 # Note: File search integration test removed due to complex annotation detection logic
 # The unit tests in test_azure_assistant_cost_tracking.py provide comprehensive coverage
+
+def test_web_search_and_file_search_costs_are_both_billed(local_model_cost_map):
+    """
+    A response that used both web search and file search must be billed for both.
+
+    Regression for the bug where get_cost_for_built_in_tools returned after the first
+    matching tool category, silently dropping the second tool's cost.
+    """
+    from litellm.constants import OPENAI_FILE_SEARCH_COST_PER_1K_CALLS
+    from litellm.types.llms.openai import ResponsesAPIResponse
+
+    model = "gpt-4o-search-preview"
+    response = ResponsesAPIResponse(
+        id="resp_123",
+        created_at=1234567890,
+        model=model,
+        object="response",
+        output=[
+            {"type": "web_search_call", "id": "ws_1", "status": "completed"},
+            {"type": "file_search_call", "id": "fs_1", "status": "completed"},
+        ],
+    )
+    standard_built_in_tools_params = StandardBuiltInToolsParams(
+        web_search_options=WebSearchOptions(search_context_size="high"),
+        file_search=FileSearchTool(type="file_search"),
+    )
+
+    cost = StandardBuiltInToolCostTracking.get_cost_for_built_in_tools(
+        model=model,
+        response_object=response,
+        usage=None,
+        custom_llm_provider="openai",
+        standard_built_in_tools_params=standard_built_in_tools_params,
+    )
+
+    expected_web_search_cost = litellm.get_model_info(model)["search_context_cost_per_query"][
+        "search_context_size_high"
+    ]
+    expected_file_search_cost = OPENAI_FILE_SEARCH_COST_PER_1K_CALLS
+    assert expected_web_search_cost > 0
+    assert expected_file_search_cost > 0
+    assert cost == pytest.approx(expected_web_search_cost + expected_file_search_cost)