diff --git a/python/packages/autogen-agentchat/src/autogen_agentchat/teams/_group_chat/_magentic_one/_magentic_one_orchestrator.py b/python/packages/autogen-agentchat/src/autogen_agentchat/teams/_group_chat/_magentic_one/_magentic_one_orchestrator.py
index e92177001..e46ff46ff 100644
--- a/python/packages/autogen-agentchat/src/autogen_agentchat/teams/_group_chat/_magentic_one/_magentic_one_orchestrator.py
+++ b/python/packages/autogen-agentchat/src/autogen_agentchat/teams/_group_chat/_magentic_one/_magentic_one_orchestrator.py
@@ -47,6 +47,7 @@ from ._prompts import (
     ORCHESTRATOR_TASK_LEDGER_FULL_PROMPT,
     ORCHESTRATOR_TASK_LEDGER_PLAN_PROMPT,
     ORCHESTRATOR_TASK_LEDGER_PLAN_UPDATE_PROMPT,
+    LedgerEntry,
 )
 
 trace_logger = logging.getLogger(TRACE_LOGGER_NAME)
@@ -309,7 +310,18 @@ class MagenticOneOrchestrator(BaseGroupChatManager):
         assert self._max_json_retries > 0
         key_error: bool = False
         for _ in range(self._max_json_retries):
-            response = await self._model_client.create(self._get_compatible_context(context), json_output=True)
+            if self._model_client.model_info.get("structured_output", False):
+                response = await self._model_client.create(
+                    self._get_compatible_context(context), json_output=LedgerEntry
+                )
+            elif self._model_client.model_info.get("json_output", False):
+                response = await self._model_client.create(
+                    self._get_compatible_context(context), cancellation_token=cancellation_token, json_output=True
+                )
+            else:
+                response = await self._model_client.create(
+                    self._get_compatible_context(context), cancellation_token=cancellation_token
+                )
             ledger_str = response.content
             try:
                 assert isinstance(ledger_str, str)
diff --git a/python/packages/autogen-agentchat/src/autogen_agentchat/teams/_group_chat/_magentic_one/_prompts.py b/python/packages/autogen-agentchat/src/autogen_agentchat/teams/_group_chat/_magentic_one/_prompts.py
index bc3f1b20e..846d06999 100644
--- a/python/packages/autogen-agentchat/src/autogen_agentchat/teams/_group_chat/_magentic_one/_prompts.py
+++ b/python/packages/autogen-agentchat/src/autogen_agentchat/teams/_group_chat/_magentic_one/_prompts.py
@@ -1,3 +1,5 @@
+from pydantic import BaseModel
+
 ORCHESTRATOR_SYSTEM_MESSAGE = ""
 
 
@@ -98,6 +100,24 @@ Please output an answer in pure JSON format according to the following schema. T
 """
 
 
+class LedgerEntryBooleanAnswer(BaseModel):
+    reason: str
+    answer: bool
+
+
+class LedgerEntryStringAnswer(BaseModel):
+    reason: str
+    answer: str
+
+
+class LedgerEntry(BaseModel):
+    is_request_satisfied: LedgerEntryBooleanAnswer
+    is_in_loop: LedgerEntryBooleanAnswer
+    is_progress_being_made: LedgerEntryBooleanAnswer
+    next_speaker: LedgerEntryStringAnswer
+    instruction_or_question: LedgerEntryStringAnswer
+
+
 ORCHESTRATOR_TASK_LEDGER_FACTS_UPDATE_PROMPT = """As a reminder, we are working to solve the following task:
 
 {task}