diff --git a/compiler-rt/lib/scudo/standalone/secondary.h b/compiler-rt/lib/scudo/standalone/secondary.h
index e3dc8d4ef8247..4b11d039c654a 100644
--- a/compiler-rt/lib/scudo/standalone/secondary.h
+++ b/compiler-rt/lib/scudo/standalone/secondary.h
@@ -321,8 +321,6 @@ class MapAllocatorCache {
         }
         CachedBlock PrevEntry = Quarantine[QuarantinePos];
         Quarantine[QuarantinePos] = Entry;
-        if (OldestTime == 0)
-          OldestTime = Entry.Time;
         Entry = PrevEntry;
       }
 
@@ -344,8 +342,6 @@ class MapAllocatorCache {
 
       insert(Entry, (Entry.Time == 0) ? DECOMMITTED : COMMITTED);
 
-      if (OldestTime == 0)
-        OldestTime = Entry.Time;
     } while (0); // ScopedLock L(Mutex);
 
     for (MemMapT &EvictMemMap : EvictionMemMaps)
@@ -585,32 +581,29 @@ class MapAllocatorCache {
     }
   }
 
-  void releaseIfOlderThan(CachedBlock &Entry, u64 Time) REQUIRES(Mutex) {
-    if (!Entry.isValid() || !Entry.Time)
-      return;
-    if (Entry.Time > Time) {
-      if (OldestTime == 0 || Entry.Time < OldestTime)
-        OldestTime = Entry.Time;
-      return;
-    }
+  inline void release(CachedBlock &Entry) {
+    DCHECK(Entry.Time != 0);
     Entry.MemMap.releaseAndZeroPagesToOS(Entry.CommitBase, Entry.CommitSize);
     Entry.Time = 0;
   }
 
   void releaseOlderThan(u64 Time) EXCLUDES(Mutex) {
     ScopedLock L(Mutex);
-    if (!EntriesCount || OldestTime == 0 || OldestTime > Time)
-      return;
-    OldestTime = 0;
-    for (uptr I = 0; I < Config::getQuarantineSize(); I++)
-      releaseIfOlderThan(Quarantine[I], Time);
-    for (u16 I = EntryLists[COMMITTED].Head; I != CachedBlock::InvalidEntry;
-         I = Entries[I].Next) {
-      if (Entries[I].Time && Entries[I].Time <= Time) {
-        unlink(I, COMMITTED);
-        pushFront(I, DECOMMITTED);
-      }
-      releaseIfOlderThan(Entries[I], Time);
+    for (uptr I = 0; I < Config::getQuarantineSize(); I++) {
+      CachedBlock &Entry = Quarantine[I];
+      if (!Entry.isValid() || Entry.Time > Time)
+        continue;
+      release(Entry);
+    }
+
+    // Release oldest entries first by releasing from tail
+    u16 ReleaseIndex = EntryLists[COMMITTED].Tail;
+    while (ReleaseIndex != CachedBlock::InvalidEntry &&
+           Entries[ReleaseIndex].Time <= Time) {
+      release(Entries[ReleaseIndex]);
+      unlink(ReleaseIndex, COMMITTED);
+      pushFront(ReleaseIndex, DECOMMITTED);
+      ReleaseIndex = Entries[ReleaseIndex].Prev;
     }
   }
 
@@ -619,7 +612,6 @@ class MapAllocatorCache {
   u32 QuarantinePos GUARDED_BY(Mutex) = 0;
   atomic_u32 MaxEntriesCount = {};
   atomic_uptr MaxEntrySize = {};
-  u64 OldestTime GUARDED_BY(Mutex) = 0;
   atomic_s32 ReleaseToOsIntervalMs = {};
   u32 CallsToRetrieve GUARDED_BY(Mutex) = 0;
   u32 SuccessfulRetrieves GUARDED_BY(Mutex) = 0;
diff --git a/compiler-rt/lib/scudo/standalone/tests/secondary_test.cpp b/compiler-rt/lib/scudo/standalone/tests/secondary_test.cpp
index e85b6abdb36d2..61f7a46140c86 100644
--- a/compiler-rt/lib/scudo/standalone/tests/secondary_test.cpp
+++ b/compiler-rt/lib/scudo/standalone/tests/secondary_test.cpp
@@ -308,14 +308,14 @@ struct MapAllocatorCacheTest : public Test {
                                    scudo::uptr NumEntries, scudo::uptr Size) {
     for (scudo::uptr I = 0; I < NumEntries; I++) {
       MemMaps.emplace_back(allocate(Size));
-      auto &MemMap = MemMaps[I];
+      auto &MemMap = MemMaps.back();
       Cache->store(Options, MemMap.getBase(), MemMap.getCapacity(),
                    MemMap.getBase(), MemMap);
     }
   }
 };
 
-TEST_F(MapAllocatorCacheTest, CacheOrder) {
+TEST_F(MapAllocatorCacheTest, CacheOrderNoRelease) {
   std::vector<scudo::MemMapT> MemMaps;
   Cache->setOption(scudo::Option::MaxCacheEntriesCount,
                    CacheConfig::getEntriesArraySize());
@@ -336,6 +336,31 @@ TEST_F(MapAllocatorCacheTest, CacheOrder) {
     MemMap.unmap();
 }
 
+TEST_F(MapAllocatorCacheTest, CacheOrderWithRelease) {
+  std::vector<scudo::MemMapT> MemMaps;
+  Cache->setOption(scudo::Option::MaxCacheEntriesCount,
+                   CacheConfig::getEntriesArraySize());
+
+  fillCacheWithSameSizeBlocks(MemMaps, CacheConfig::getEntriesArraySize(),
+                              TestAllocSize);
+
+  // Release all entries to transfer COMMITTED list contents to
+  // DECOMMITTED list
+  Cache->releaseToOS();
+
+  // Retrieval order should be the inverse of insertion order
+  for (scudo::uptr I = CacheConfig::getEntriesArraySize(); I > 0; I--) {
+    scudo::uptr EntryHeaderPos;
+    scudo::CachedBlock Entry =
+        Cache->retrieve(TestAllocSize, PageSize, 0, EntryHeaderPos);
+    EXPECT_EQ(Entry.MemMap.getBase(), MemMaps[I - 1].getBase());
+  }
+
+  // Clean up MemMaps
+  for (auto &MemMap : MemMaps)
+    MemMap.unmap();
+}
+
 TEST_F(MapAllocatorCacheTest, MemoryLeakTest) {
   std::vector<scudo::MemMapT> MemMaps;
   // Fill the cache above MaxEntriesCount to force an eviction