diff --git a/src/battle_util.c b/src/battle_util.c
index d71e6a642e5..f8f96e3b358 100644
--- a/src/battle_util.c
+++ b/src/battle_util.c
@@ -7222,6 +7222,11 @@ static u8 ItemEffectMoveEnd(u32 battler, u16 holdEffect)
             BattleScriptPushCursor();
             gBattlescriptCurrInstr = BattleScript_BerryCureSlpRet;
             effect = ITEM_STATUS_CHANGE;
+            if (B_SLEEP_CLAUSE && gBattleStruct->sleepClause.isActive[GetBattlerSide(battler)] && gBattleStruct->sleepClause.isCausingSleepClause[GetBattlerSide(battler)][gBattlerPartyIndexes[battler]])
+            {
+                gBattleStruct->sleepClause.isActive[GetBattlerSide(battler)] = FALSE;
+                gBattleStruct->sleepClause.isCausingSleepClause[GetBattlerSide(battler)][gBattlerPartyIndexes[battler]] = FALSE;
+            }
         }
         break;
     case HOLD_EFFECT_CURE_CONFUSION:
@@ -7463,6 +7468,11 @@ u8 ItemBattleEffects(u8 caseID, u32 battler, bool32 moveTurn)
                     gBattleMons[battler].status2 &= ~STATUS2_NIGHTMARE;
                     BattleScriptExecute(BattleScript_BerryCureSlpEnd2);
                     effect = ITEM_STATUS_CHANGE;
+                    if (B_SLEEP_CLAUSE && gBattleStruct->sleepClause.isActive[GetBattlerSide(battler)] && gBattleStruct->sleepClause.isCausingSleepClause[GetBattlerSide(battler)][gBattlerPartyIndexes[battler]])
+                    {
+                        gBattleStruct->sleepClause.isActive[GetBattlerSide(battler)] = FALSE;
+                        gBattleStruct->sleepClause.isCausingSleepClause[GetBattlerSide(battler)][gBattlerPartyIndexes[battler]] = FALSE;
+                    }
                 }
                 break;
             case HOLD_EFFECT_CURE_STATUS:
@@ -7769,6 +7779,11 @@ u8 ItemBattleEffects(u8 caseID, u32 battler, bool32 moveTurn)
                     gBattleMons[battler].status2 &= ~STATUS2_NIGHTMARE;
                     BattleScriptExecute(BattleScript_BerryCureSlpEnd2);
                     effect = ITEM_STATUS_CHANGE;
+                    if (B_SLEEP_CLAUSE && gBattleStruct->sleepClause.isActive[GetBattlerSide(battler)] && gBattleStruct->sleepClause.isCausingSleepClause[GetBattlerSide(battler)][gBattlerPartyIndexes[battler]])
+                    {
+                        gBattleStruct->sleepClause.isActive[GetBattlerSide(battler)] = FALSE;
+                        gBattleStruct->sleepClause.isCausingSleepClause[GetBattlerSide(battler)][gBattlerPartyIndexes[battler]] = FALSE;
+                    }
                 }
                 break;
             case HOLD_EFFECT_CURE_CONFUSION:
diff --git a/src/pokemon.c b/src/pokemon.c
index 51c44b82144..fe13010ed18 100644
--- a/src/pokemon.c
+++ b/src/pokemon.c
@@ -4186,6 +4186,7 @@ bool8 HealStatusConditions(struct Pokemon *mon, u32 healMask, u8 battlerId)
     u32 status = GetMonData(mon, MON_DATA_STATUS, 0);
     u32 i = 0;
     u32 battlerSide = GetBattlerSide(battlerId);
+    
     if (status & healMask)
     {
         status &= ~healMask;
@@ -4207,6 +4208,7 @@ bool8 HealStatusConditions(struct Pokemon *mon, u32 healMask, u8 battlerId)
                     {
                         gBattleStruct->sleepClause.isActive[battlerSide] = FALSE;
                         gBattleStruct->sleepClause.isCausingSleepClause[battlerSide][i] = FALSE;
+                        break;
                     }
                 }
             }
diff --git a/test/battle/sleep_clause.c b/test/battle/sleep_clause.c
index 662c9d33c4c..b3ba9370019 100644
--- a/test/battle/sleep_clause.c
+++ b/test/battle/sleep_clause.c
@@ -406,3 +406,5 @@ TO_DO_BATTLE_TEST("Sleep Clause: sleep clause is deactivated when a sleeping use
 
 
 TO_DO_BATTLE_TEST("Sleep Clause: sleep clause is deactivated when a sleeping is sent out, has trace, and traces insomnia/vital spirit");
+
+TO_DO_BATTLE_TEST("Sleep Clause: sleep clause is deactivated when a sleeping mon is woken up by a held item, like chesto");