diff --git a/python/packages/chatkit/AGENTS.md b/python/packages/chatkit/AGENTS.md
index 7855b4d4caf..d11724b3ad1 100644
--- a/python/packages/chatkit/AGENTS.md
+++ b/python/packages/chatkit/AGENTS.md
@@ -8,6 +8,9 @@ Integration with OpenAI ChatKit (Python) for building chat UIs.
 - **`stream_agent_response()`** - Stream agent responses to ChatKit
 - **`simple_to_agent_input()`** - Convert simple input to agent input format
 
+`ThreadItemConverter.structured_input_to_input()` is an async override hook returning
+`Message | list[Message] | None`; `to_agent_input()` normalizes its output and preserves thread order.
+
 ## Usage
 
 ```python
diff --git a/python/packages/chatkit/README.md b/python/packages/chatkit/README.md
index c4cdb364316..ac154fbec29 100644
--- a/python/packages/chatkit/README.md
+++ b/python/packages/chatkit/README.md
@@ -12,6 +12,10 @@ Specifically, it mirrors the [Agent SDK integration](https://github.com/openai/c
   of `ThreadItemConverter` to convert a ChatKit thread to a list of `Message`,
   useful for getting started quickly.
 
+Override the async `ThreadItemConverter.structured_input_to_input()` method to
+customize structured input context, such as formatting or redacting answers.
+Return a `Message`, a list of messages, or `None` to skip the item.
+
 ## Installation
 
 ```bash
diff --git a/python/packages/chatkit/agent_framework_chatkit/_converter.py b/python/packages/chatkit/agent_framework_chatkit/_converter.py
index 88f75598b5b..f6501178f9e 100644
--- a/python/packages/chatkit/agent_framework_chatkit/_converter.py
+++ b/python/packages/chatkit/agent_framework_chatkit/_converter.py
@@ -491,6 +491,39 @@ async def end_of_turn_to_input(self, item: EndOfTurnItem) -> Message | list[Mess
         # End-of-turn is only used for UI hints - skip it
         return None
 
+    async def structured_input_to_input(self, item: StructuredInputItem) -> Message | list[Message] | None:
+        """Convert structured-input status and answers to Agent Framework Message(s).
+
+        This method is called internally by `to_agent_input()`. Override this method
+        to customize formatting or redact answers, or return None to skip the item.
+
+        Args:
+            item: The ChatKit structured input item to convert.
+
+        Returns:
+            A Message with user role, a list of messages, or None to skip.
+
+        Note:
+            Use `to_agent_input()` to convert thread items with proper message ordering.
+        """
+        lines: list[str] = []
+        for structured_input in item.inputs:
+            answer = structured_input.answer
+            if answer is None:
+                answer_text = "unanswered"
+            elif answer.skipped:
+                answer_text = "skipped"
+            else:
+                answer_text = ", ".join(answer.values)
+
+            lines.append(f"- {structured_input.question}: {answer_text}")
+
+        text = (
+            "A structured input request was displayed to the user with the following "
+            f"status: {item.status}\n<StructuredInput>\n" + "\n".join(lines) + "\n</StructuredInput>"
+        )
+        return Message(role="user", contents=[text])
+
     async def _thread_item_to_input_item(
         self,
         item: ThreadItem,
@@ -537,8 +570,8 @@ async def _thread_item_to_input_item(
                 # TODO(evmattso): Implement generated image handling in a future PR
                 return []
             case StructuredInputItem():
-                # TODO(evmattso): Implement structured input handling in a future PR
-                return []
+                out = await self.structured_input_to_input(item) or []
+                return out if isinstance(out, list) else [out]
             case _:
                 # Unknown ThreadItem variant (e.g. types added in newer chatkit versions).
                 # Skip rather than fail so we remain forward-compatible with chatkit upgrades.
diff --git a/python/packages/chatkit/tests/test_converter.py b/python/packages/chatkit/tests/test_converter.py
index a0fb0244549..b9889f14db2 100644
--- a/python/packages/chatkit/tests/test_converter.py
+++ b/python/packages/chatkit/tests/test_converter.py
@@ -2,6 +2,7 @@
 
 """Tests for ChatKit to Agent Framework converter utilities."""
 
+import asyncio
 from datetime import datetime
 from types import SimpleNamespace
 from unittest.mock import Mock
@@ -641,6 +642,109 @@ async def test_end_of_turn_to_input_returns_none(self, converter):
 
         assert await converter.end_of_turn_to_input(end_item) is None
 
+    @pytest.mark.parametrize("status", ["pending", "answered", "skipped"])
+    async def test_to_agent_input_with_structured_input(self, converter, status):
+        """Test structured input answers are preserved as model context."""
+        from chatkit.types import (
+            StructuredInputAnswer,
+            StructuredInputFreeform,
+            StructuredInputItem,
+            StructuredInputMultipleChoice,
+            StructuredInputMultipleChoiceOption,
+        )
+
+        input_item = StructuredInputItem(
+            id="structured_1",
+            thread_id="thread_1",
+            created_at=datetime.now(),
+            type="structured_input",
+            status=status,
+            inputs=[
+                StructuredInputMultipleChoice(
+                    id="priority",
+                    question="What priority should I use?",
+                    options=[
+                        StructuredInputMultipleChoiceOption(value="High"),
+                        StructuredInputMultipleChoiceOption(value="Urgent"),
+                    ],
+                    multiple=True,
+                    answer=StructuredInputAnswer(values=["High", "Urgent"]),
+                ),
+                StructuredInputFreeform(
+                    id="notes",
+                    question="Any extra context?",
+                    answer=StructuredInputAnswer(skipped=True),
+                ),
+                StructuredInputFreeform(
+                    id="owner",
+                    question="Who owns this?",
+                ),
+            ],
+        )
+
+        result = await converter.to_agent_input(input_item)
+
+        assert len(result) == 1
+        assert result[0].role == "user"
+        assert result[0].text == (
+            f"A structured input request was displayed to the user with the following status: {status}\n"
+            "<StructuredInput>\n"
+            "- What priority should I use?: High, Urgent\n"
+            "- Any extra context?: skipped\n"
+            "- Who owns this?: unanswered\n"
+            "</StructuredInput>"
+        )
+
+    @pytest.mark.parametrize(
+        ("converted", "expected_texts"),
+        [
+            (None, []),
+            ([], []),
+            (Message(role="user", contents=["redacted"]), ["redacted"]),
+            ([Message("user", ["first"]), Message("user", ["second"])], ["first", "second"]),
+        ],
+        ids=["skip", "empty", "single", "multiple"],
+    )
+    async def test_to_agent_input_uses_structured_input_override(
+        self, converted: Message | list[Message] | None, expected_texts: list[str]
+    ) -> None:
+        """Test async overrides can skip or expand an item without changing message order."""
+        from chatkit.types import HiddenContextItem, StructuredInputItem
+
+        calls: list[StructuredInputItem] = []
+
+        class CustomConverter(ThreadItemConverter):
+            async def structured_input_to_input(self, item: StructuredInputItem) -> Message | list[Message] | None:
+                calls.append(item)
+                return converted
+
+        input_item = StructuredInputItem(id="structured_1", thread_id="thread_1", created_at=datetime.now(), inputs=[])
+        before = HiddenContextItem(id="before", thread_id="thread_1", created_at=datetime.now(), content="before")
+        after = HiddenContextItem(id="after", thread_id="thread_1", created_at=datetime.now(), content="after")
+
+        result = await CustomConverter().to_agent_input([before, input_item, after])
+
+        assert calls == [input_item]
+        assert [message.text for message in result[1:-1]] == expected_texts
+        assert result[0].text == "<HIDDEN_CONTEXT>before</HIDDEN_CONTEXT>"
+        assert result[-1].text == "<HIDDEN_CONTEXT>after</HIDDEN_CONTEXT>"
+
+    @pytest.mark.parametrize("error", [ValueError("conversion failed"), asyncio.CancelledError()])
+    async def test_to_agent_input_propagates_structured_input_override_errors(self, error: BaseException) -> None:
+        """Test custom conversion failures and cancellation propagate to the caller."""
+        from chatkit.types import StructuredInputItem
+
+        class FailingConverter(ThreadItemConverter):
+            async def structured_input_to_input(self, item: StructuredInputItem) -> Message | list[Message] | None:
+                raise error
+
+        input_item = StructuredInputItem(id="structured_1", thread_id="thread_1", created_at=datetime.now(), inputs=[])
+
+        with pytest.raises(type(error)) as exception:
+            await FailingConverter().to_agent_input(input_item)
+
+        assert exception.value is error
+
     async def test_to_agent_input_dispatches_supported_variants(self, converter):
         """Test thread item dispatch converts supported items and skips unsupported variants."""
         from chatkit.types import (
@@ -743,6 +847,7 @@ async def test_to_agent_input_dispatches_supported_variants(self, converter):
             "user",
             "system",
             "system",
+            "user",
         ]
         assert result[0].text == "Assistant"
         assert result[2].contents[0].result is not None
@@ -751,6 +856,11 @@ async def test_to_agent_input_dispatches_supported_variants(self, converter):
         assert "Analysis: Completed" in result[5].text
         assert result[6].text == "<HIDDEN_CONTEXT>secret</HIDDEN_CONTEXT>"
         assert result[7].text == "<HIDDEN_CONTEXT>sdk secret</HIDDEN_CONTEXT>"
+        assert result[8].text == (
+            "A structured input request was displayed to the user with the following status: pending\n"
+            "<StructuredInput>\n"
+            "\n</StructuredInput>"
+        )
 
 
 class TestSimpleToAgentInput: