diff --git a/apps/web/components/replay/weekly-replay-client.tsx b/apps/web/components/replay/weekly-replay-client.tsx
index 34cb7b6..e8b65bd 100644
--- a/apps/web/components/replay/weekly-replay-client.tsx
+++ b/apps/web/components/replay/weekly-replay-client.tsx
@@ -101,6 +101,10 @@ export function WeeklyReplayClient() {
     );
   }
 
+  const orderedDays = [...data.days].sort((left, right) =>
+    right.marketDateLabel.localeCompare(left.marketDateLabel)
+  );
+
   return (
     <>
       <div className="grid gap-4 lg:grid-cols-3">
@@ -132,7 +136,7 @@ export function WeeklyReplayClient() {
       </div>
 
       <div className="space-y-5">
-        {data.days.map((day) => (
+        {orderedDays.map((day) => (
           <Card key={day.marketDateLabel}>
             <div className="flex flex-wrap items-start justify-between gap-4">
               <div>
diff --git a/services/api/app/services/replay/weekly_replay.py b/services/api/app/services/replay/weekly_replay.py
index 62253f6..2e3fe3d 100644
--- a/services/api/app/services/replay/weekly_replay.py
+++ b/services/api/app/services/replay/weekly_replay.py
@@ -96,6 +96,14 @@ def classify_theme_outcome(avg_leader_close_return_pct: float) -> str:
     return "부진"
 
 
+def sort_day_items_latest_first(day_items: list[dict[str, object]]) -> list[dict[str, object]]:
+    return sorted(
+        day_items,
+        key=lambda item: str(item["marketDateLabel"]),
+        reverse=True,
+    )
+
+
 class WeeklyReplayService:
     def __init__(self) -> None:
         self.reaction_engine = YahooMarketReactionEngine()
@@ -199,11 +207,12 @@ async def build(self, session: AsyncSession, days: int = 7) -> dict[str, object]
                 }
             )
 
+        ordered_day_items = sort_day_items_latest_first(day_items)
         result = {
             "windowLabel": f"최근 {len(day_items)}거래일",
             "promptVersion": prompt_version,
-            "aggregate": self._aggregate(day_items),
-            "days": day_items,
+            "aggregate": self._aggregate(ordered_day_items),
+            "days": ordered_day_items,
         }
         _WEEKLY_REPLAY_CACHE[cache_key] = (now, result)
         return result
diff --git a/services/api/tests/test_weekly_replay.py b/services/api/tests/test_weekly_replay.py
index dae61cd..f37dab4 100644
--- a/services/api/tests/test_weekly_replay.py
+++ b/services/api/tests/test_weekly_replay.py
@@ -1,4 +1,8 @@
-from app.services.replay.weekly_replay import classify_theme_outcome, compute_stock_move
+from app.services.replay.weekly_replay import (
+    classify_theme_outcome,
+    compute_stock_move,
+    sort_day_items_latest_first,
+)
 
 
 def test_compute_stock_move_uses_previous_close_as_base() -> None:
@@ -14,3 +18,19 @@ def test_classify_theme_outcome_has_clear_bands() -> None:
     assert classify_theme_outcome(1.4) == "양호"
     assert classify_theme_outcome(0.2) == "보통"
     assert classify_theme_outcome(-1.8) == "부진"
+
+
+def test_sort_day_items_latest_first_orders_descending_by_market_date() -> None:
+    ordered = sort_day_items_latest_first(
+        [
+            {"marketDateLabel": "2026-04-07", "summary": "older"},
+            {"marketDateLabel": "2026-04-09", "summary": "newest"},
+            {"marketDateLabel": "2026-04-08", "summary": "middle"},
+        ]
+    )
+
+    assert [item["marketDateLabel"] for item in ordered] == [
+        "2026-04-09",
+        "2026-04-08",
+        "2026-04-07",
+    ]