diff --git a/modules/cache-common/src/internalClusterTest/java/org/opensearch/cache/common/tier/TieredSpilloverCacheIT.java b/modules/cache-common/src/internalClusterTest/java/org/opensearch/cache/common/tier/TieredSpilloverCacheIT.java
index 70e36921fb7ad..3051bf3e4ff6e 100644
--- a/modules/cache-common/src/internalClusterTest/java/org/opensearch/cache/common/tier/TieredSpilloverCacheIT.java
+++ b/modules/cache-common/src/internalClusterTest/java/org/opensearch/cache/common/tier/TieredSpilloverCacheIT.java
@@ -40,6 +40,7 @@
 import java.util.Collection;
 import java.util.List;
 import java.util.Map;
+import java.util.UUID;
 import java.util.concurrent.TimeUnit;
 import java.util.function.Function;
 import java.util.stream.Collectors;
@@ -116,6 +117,94 @@ public void testSanityChecksWithIndicesRequestCache() throws InterruptedExceptio
         );
     }
 
+    public void testWithDynamicTookTimePolicyWithMultiSegments() throws Exception {
+        int numberOfSegments = getNumberOfSegments();
+        int onHeapCacheSizePerSegmentInBytes = 800; // Per cache entry below is around ~700 bytes, so keeping this
+        // just a bit higher so that each segment can atleast hold 1 entry.
+        int onHeapCacheSizeInBytes = onHeapCacheSizePerSegmentInBytes * numberOfSegments;
+        internalCluster().startNode(Settings.builder().put(defaultSettings(onHeapCacheSizeInBytes + "b", numberOfSegments)).build());
+        Client client = client();
+        assertAcked(
+            client.admin()
+                .indices()
+                .prepareCreate("index")
+                .setMapping("k", "type=keyword")
+                .setSettings(
+                    Settings.builder()
+                        .put(IndicesRequestCache.INDEX_CACHE_REQUEST_ENABLED_SETTING.getKey(), true)
+                        .put(IndexMetadata.SETTING_NUMBER_OF_SHARDS, 1)
+                        .put(IndexMetadata.SETTING_NUMBER_OF_REPLICAS, 0)
+                        .put("index.refresh_interval", -1)
+                )
+                .get()
+        );
+        // Set a very high value for took time policy so that no items evicted from onHeap cache are spilled
+        // to disk. And then hit requests so that few items are cached into cache.
+        ClusterUpdateSettingsRequest updateSettingsRequest = new ClusterUpdateSettingsRequest().transientSettings(
+            Settings.builder()
+                .put(
+                    TieredSpilloverCacheSettings.TOOK_TIME_POLICY_CONCRETE_SETTINGS_MAP.get(CacheType.INDICES_REQUEST_CACHE).getKey(),
+                    new TimeValue(100, TimeUnit.SECONDS)
+                )
+                .build()
+        );
+        assertAcked(internalCluster().client().admin().cluster().updateSettings(updateSettingsRequest).get());
+        int numberOfIndexedItems = numberOfSegments + 1; // Best case if all keys are distributed among different
+        // segment, atleast one of the segment will have 2 entries and we will see evictions.
+        for (int iterator = 0; iterator < numberOfIndexedItems; iterator++) {
+            indexRandom(true, client.prepareIndex("index").setSource("k" + iterator, "hello" + iterator));
+        }
+        ensureSearchable("index");
+        refreshAndWaitForReplication();
+        // Force merge the index to ensure there can be no background merges during the subsequent searches that would invalidate the cache
+        ForceMergeResponse forceMergeResponse = client.admin().indices().prepareForceMerge("index").setFlush(true).get();
+        OpenSearchAssertions.assertAllSuccessful(forceMergeResponse);
+        long perQuerySizeInCacheInBytes = -1;
+        for (int iterator = 0; iterator < numberOfIndexedItems; iterator++) {
+            SearchResponse resp = client.prepareSearch("index")
+                .setRequestCache(true)
+                .setQuery(QueryBuilders.termQuery("k" + iterator, "hello" + iterator))
+                .get();
+            if (perQuerySizeInCacheInBytes == -1) {
+                RequestCacheStats requestCacheStats = getRequestCacheStats(client, "index");
+                perQuerySizeInCacheInBytes = requestCacheStats.getMemorySizeInBytes();
+            }
+            assertSearchResponse(resp);
+        }
+        RequestCacheStats requestCacheStats = getRequestCacheStats(client, "index");
+        // Considering disk cache won't be used due to took time policy having a high value, we expect overall cache
+        // size to be less than or equal to onHeapCache size.
+        assertTrue(requestCacheStats.getMemorySizeInBytes() <= onHeapCacheSizeInBytes);
+        assertEquals(numberOfIndexedItems, requestCacheStats.getMissCount());
+        // We should atleast one eviction considering disk cache isn't able to hold anything due to policy.
+        assertTrue(requestCacheStats.getEvictions() > 0);
+        assertEquals(0, requestCacheStats.getHitCount());
+        long lastEvictionSeen = requestCacheStats.getEvictions();
+
+        // Decrease took time policy to zero so that disk cache also comes into play. Now we should be able
+        // to cache all entries.
+        updateSettingsRequest = new ClusterUpdateSettingsRequest().transientSettings(
+            Settings.builder()
+                .put(
+                    TieredSpilloverCacheSettings.TOOK_TIME_POLICY_CONCRETE_SETTINGS_MAP.get(CacheType.INDICES_REQUEST_CACHE).getKey(),
+                    new TimeValue(0, TimeUnit.MILLISECONDS)
+                )
+                .build()
+        );
+        assertAcked(internalCluster().client().admin().cluster().updateSettings(updateSettingsRequest).get());
+        for (int iterator = 0; iterator < numberOfIndexedItems * 2; iterator++) {
+            SearchResponse resp = client.prepareSearch("index")
+                .setRequestCache(true)
+                .setQuery(QueryBuilders.termQuery(UUID.randomUUID().toString(), UUID.randomUUID().toString()))
+                .get();
+            assertSearchResponse(resp);
+        }
+
+        requestCacheStats = getRequestCacheStats(client, "index");
+        // We shouldn't see any new evictions now.
+        assertEquals(lastEvictionSeen, requestCacheStats.getEvictions());
+    }
+
     public void testWithDynamicTookTimePolicy() throws Exception {
         int onHeapCacheSizeInBytes = 2000;
         internalCluster().startNode(Settings.builder().put(defaultSettings(onHeapCacheSizeInBytes + "b", 1)).build());