diff --git a/CHANGELOG.md b/CHANGELOG.md
index c81586548d210..cbed5a95c5d6d 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -38,6 +38,7 @@ The format is based on [Keep a Changelog](https://keepachangelog.com/en/1.0.0/),
 - Bump `org.xerial.snappy:snappy-java` from 1.1.10.6 to 1.1.10.7 ([#16665](https://github.com/opensearch-project/OpenSearch/pull/16665))
 - Bump `codecov/codecov-action` from 4 to 5 ([#16667](https://github.com/opensearch-project/OpenSearch/pull/16667))
 - Bump `org.apache.logging.log4j:log4j-core` from 2.24.1 to 2.24.2 ([#16718](https://github.com/opensearch-project/OpenSearch/pull/16718))
+- Bump Apache HttpCore5/HttpClient5 dependencies from 5.2.5/5.3.1 to 5.3.1/5.4.1 to support ExtendedSocketOption in HttpAsyncClient ([#16757](https://github.com/opensearch-project/OpenSearch/pull/16757))
 
 ### Changed
 - Indexed IP field supports `terms_query` with more than 1025 IP masks [#16391](https://github.com/opensearch-project/OpenSearch/pull/16391)
diff --git a/client/rest/licenses/httpclient5-5.3.1.jar.sha1 b/client/rest/licenses/httpclient5-5.3.1.jar.sha1
deleted file mode 100644
index c8f32c1ec23a1..0000000000000
--- a/client/rest/licenses/httpclient5-5.3.1.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-56b53c8f4bcdaada801d311cf2ff8a24d6d96883
\ No newline at end of file
diff --git a/client/rest/licenses/httpclient5-5.4.1.jar.sha1 b/client/rest/licenses/httpclient5-5.4.1.jar.sha1
new file mode 100644
index 0000000000000..3a4fec6e8afc7
--- /dev/null
+++ b/client/rest/licenses/httpclient5-5.4.1.jar.sha1
@@ -0,0 +1 @@
+ce913081e592ee8eeee35c4e577d7dce13cba7a4
diff --git a/client/rest/licenses/httpcore5-5.2.5.jar.sha1 b/client/rest/licenses/httpcore5-5.2.5.jar.sha1
deleted file mode 100644
index ca97e8612ea39..0000000000000
--- a/client/rest/licenses/httpcore5-5.2.5.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-dab1e18842971a45ca8942491ce005ab86a028d7
\ No newline at end of file
diff --git a/client/rest/licenses/httpcore5-5.3.1.jar.sha1 b/client/rest/licenses/httpcore5-5.3.1.jar.sha1
new file mode 100644
index 0000000000000..90f194e770368
--- /dev/null
+++ b/client/rest/licenses/httpcore5-5.3.1.jar.sha1
@@ -0,0 +1 @@
+eaf64237945d7d0f301d48420e8bdb7f565a7b0e
diff --git a/client/rest/licenses/httpcore5-h2-5.2.5.jar.sha1 b/client/rest/licenses/httpcore5-h2-5.2.5.jar.sha1
deleted file mode 100644
index bb40fe65854f6..0000000000000
--- a/client/rest/licenses/httpcore5-h2-5.2.5.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-09425df4d1365cee86a8e031a036bdca4343da4b
\ No newline at end of file
diff --git a/client/rest/licenses/httpcore5-h2-5.3.1.jar.sha1 b/client/rest/licenses/httpcore5-h2-5.3.1.jar.sha1
new file mode 100644
index 0000000000000..bc122991af736
--- /dev/null
+++ b/client/rest/licenses/httpcore5-h2-5.3.1.jar.sha1
@@ -0,0 +1 @@
+760c34db3ba41b0ffa07e956bc308d3a12356915
diff --git a/client/rest/licenses/httpcore5-reactive-5.2.5.jar.sha1 b/client/rest/licenses/httpcore5-reactive-5.2.5.jar.sha1
deleted file mode 100644
index ab9241fc93d45..0000000000000
--- a/client/rest/licenses/httpcore5-reactive-5.2.5.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-f68949965075b957c12b4c1ef89fd4bab2a0fdb1
\ No newline at end of file
diff --git a/client/rest/licenses/httpcore5-reactive-5.3.1.jar.sha1 b/client/rest/licenses/httpcore5-reactive-5.3.1.jar.sha1
new file mode 100644
index 0000000000000..cb71833aad877
--- /dev/null
+++ b/client/rest/licenses/httpcore5-reactive-5.3.1.jar.sha1
@@ -0,0 +1 @@
+c4c0c3c7bbcb0db54aa7ddd39e34a835428c99c0
diff --git a/client/rest/src/test/java/org/opensearch/client/RestClientBuilderTests.java b/client/rest/src/test/java/org/opensearch/client/RestClientBuilderTests.java
index 7165174e688e1..2560dec53b512 100644
--- a/client/rest/src/test/java/org/opensearch/client/RestClientBuilderTests.java
+++ b/client/rest/src/test/java/org/opensearch/client/RestClientBuilderTests.java
@@ -37,6 +37,7 @@
 import org.apache.hc.core5.http.Header;
 import org.apache.hc.core5.http.HttpHost;
 import org.apache.hc.core5.http.message.BasicHeader;
+import org.apache.hc.core5.reactor.IOReactorConfig;
 import org.apache.hc.core5.util.Timeout;
 
 import java.io.IOException;
@@ -143,6 +144,12 @@ public void testBuild() throws IOException {
             builder.setHttpClientConfigCallback(new RestClientBuilder.HttpClientConfigCallback() {
                 @Override
                 public HttpAsyncClientBuilder customizeHttpClient(HttpAsyncClientBuilder httpClientBuilder) {
+                    IOReactorConfig.Builder iOReactorConfig = IOReactorConfig.custom();
+                    iOReactorConfig.setTcpKeepCount(randomIntBetween(5, 10));
+                    iOReactorConfig.setTcpKeepInterval(randomIntBetween(5, 10));
+                    iOReactorConfig.setTcpKeepIdle(randomIntBetween(100, 200));
+                    iOReactorConfig.setIoThreadCount(2);
+                    httpClientBuilder.setIOReactorConfig(iOReactorConfig.build());
                     return httpClientBuilder;
                 }
             });
diff --git a/client/rest/src/test/java/org/opensearch/client/RestClientSingleHostIntegTests.java b/client/rest/src/test/java/org/opensearch/client/RestClientSingleHostIntegTests.java
index de04dd843b2db..880f5c8a833e6 100644
--- a/client/rest/src/test/java/org/opensearch/client/RestClientSingleHostIntegTests.java
+++ b/client/rest/src/test/java/org/opensearch/client/RestClientSingleHostIntegTests.java
@@ -65,6 +65,7 @@
 import java.net.InetAddress;
 import java.net.InetSocketAddress;
 import java.nio.charset.StandardCharsets;
+import java.util.ArrayList;
 import java.util.Arrays;
 import java.util.HashSet;
 import java.util.List;
@@ -377,8 +378,20 @@ public void testRequestResetAndAbort() throws Exception {
      * Exercises the test http server ability to send back whatever headers it received.
      */
     public void testHeaders() throws Exception {
+        // https://github.com/apache/httpcomponents-client/pull/542
+        Set<String> upgradableMethods = new HashSet<>(Arrays.asList("HEAD", "OPTIONS", "GET"));
         for (String method : getHttpMethods()) {
-            final Set<String> standardHeaders = new HashSet<>(Arrays.asList("Connection", "Host", "User-agent", "Date"));
+            final List<String> standardHeaders = new ArrayList<>();
+            standardHeaders.add("Connection");
+            if (upgradableMethods.contains(method)) {
+                standardHeaders.add("Connection");
+            }
+            standardHeaders.add("Host");
+            standardHeaders.add("User-agent");
+            if (upgradableMethods.contains(method)) {
+                standardHeaders.add("Upgrade");
+            }
+            standardHeaders.add("Date");
             if (method.equals("HEAD") == false) {
                 standardHeaders.add("Content-length");
             }
diff --git a/client/rest/src/test/java/org/opensearch/client/RestClientSingleHostTests.java b/client/rest/src/test/java/org/opensearch/client/RestClientSingleHostTests.java
index 1d57fe2c8dcab..5b6eee18fb2ee 100644
--- a/client/rest/src/test/java/org/opensearch/client/RestClientSingleHostTests.java
+++ b/client/rest/src/test/java/org/opensearch/client/RestClientSingleHostTests.java
@@ -482,7 +482,7 @@ public void testHeaders() throws Exception {
                 esResponse = e.getResponse();
             }
             assertThat(esResponse.getStatusLine().getStatusCode(), equalTo(statusCode));
-            assertHeaders(defaultHeaders, requestHeaders, esResponse.getHeaders(), Collections.<String>emptySet());
+            assertHeaders(defaultHeaders, requestHeaders, esResponse.getHeaders(), Collections.<String>emptyList());
             assertFalse(esResponse.hasWarnings());
         }
     }
diff --git a/client/rest/src/test/java/org/opensearch/client/documentation/RestClientDocumentation.java b/client/rest/src/test/java/org/opensearch/client/documentation/RestClientDocumentation.java
index 42c31864e0578..c78642631fe37 100644
--- a/client/rest/src/test/java/org/opensearch/client/documentation/RestClientDocumentation.java
+++ b/client/rest/src/test/java/org/opensearch/client/documentation/RestClientDocumentation.java
@@ -376,6 +376,24 @@ public HttpAsyncClientBuilder customizeHttpClient(
                 });
             //end::rest-client-config-threads
         }
+        {
+            //tag::rest-client-config-tcpKeepIdle/tcpKeepInterval/tcpKeepCount
+            RestClientBuilder builder = RestClient.builder(
+                            new HttpHost("localhost", 9200))
+                    .setHttpClientConfigCallback(new HttpClientConfigCallback() {
+                        @Override
+                        public HttpAsyncClientBuilder customizeHttpClient(
+                                HttpAsyncClientBuilder httpClientBuilder) {
+                            return httpClientBuilder.setIOReactorConfig(
+                                    IOReactorConfig.custom()
+                                            .setTcpKeepIdle(200)
+                                            .setTcpKeepInterval(10)
+                                            .setTcpKeepCount(10)
+                                            .build());
+                        }
+                    });
+            //end::rest-client-config-tcpKeepIdle/tcpKeepInterval/tcpKeepCount
+        }
         {
             //tag::rest-client-config-basic-auth
             final BasicCredentialsProvider credentialsProvider = new BasicCredentialsProvider();
diff --git a/client/sniffer/licenses/httpclient5-5.3.1.jar.sha1 b/client/sniffer/licenses/httpclient5-5.3.1.jar.sha1
deleted file mode 100644
index c8f32c1ec23a1..0000000000000
--- a/client/sniffer/licenses/httpclient5-5.3.1.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-56b53c8f4bcdaada801d311cf2ff8a24d6d96883
\ No newline at end of file
diff --git a/client/sniffer/licenses/httpclient5-5.4.1.jar.sha1 b/client/sniffer/licenses/httpclient5-5.4.1.jar.sha1
new file mode 100644
index 0000000000000..3a4fec6e8afc7
--- /dev/null
+++ b/client/sniffer/licenses/httpclient5-5.4.1.jar.sha1
@@ -0,0 +1 @@
+ce913081e592ee8eeee35c4e577d7dce13cba7a4
diff --git a/client/sniffer/licenses/httpcore5-5.2.5.jar.sha1 b/client/sniffer/licenses/httpcore5-5.2.5.jar.sha1
deleted file mode 100644
index ca97e8612ea39..0000000000000
--- a/client/sniffer/licenses/httpcore5-5.2.5.jar.sha1
+++ /dev/null
@@ -1 +0,0 @@
-dab1e18842971a45ca8942491ce005ab86a028d7
\ No newline at end of file
diff --git a/client/sniffer/licenses/httpcore5-5.3.1.jar.sha1 b/client/sniffer/licenses/httpcore5-5.3.1.jar.sha1
new file mode 100644
index 0000000000000..90f194e770368
--- /dev/null
+++ b/client/sniffer/licenses/httpcore5-5.3.1.jar.sha1
@@ -0,0 +1 @@
+eaf64237945d7d0f301d48420e8bdb7f565a7b0e
diff --git a/client/test/src/main/java/org/opensearch/client/RestClientTestCase.java b/client/test/src/main/java/org/opensearch/client/RestClientTestCase.java
index b4eacdbf88827..2b851cb2daa68 100644
--- a/client/test/src/main/java/org/opensearch/client/RestClientTestCase.java
+++ b/client/test/src/main/java/org/opensearch/client/RestClientTestCase.java
@@ -81,7 +81,7 @@ protected static void assertHeaders(
         final Header[] defaultHeaders,
         final Header[] requestHeaders,
         final Header[] actualHeaders,
-        final Set<String> ignoreHeaders
+        final List<String> ignoreHeaders
     ) {
         final Map<String, List<String>> expectedHeaders = new HashMap<>();
         final Set<String> requestHeaderKeys = new HashSet<>();
@@ -96,7 +96,7 @@ protected static void assertHeaders(
                 addValueToListEntry(expectedHeaders, name, defaultHeader.getValue());
             }
         }
-        Set<String> actualIgnoredHeaders = new HashSet<>();
+        List<String> actualIgnoredHeaders = new ArrayList<>();
         for (Header responseHeader : actualHeaders) {
             final String name = responseHeader.getName();
             if (ignoreHeaders.contains(name)) {
diff --git a/gradle/libs.versions.toml b/gradle/libs.versions.toml
index 4e8aee298345a..469950c46fb49 100644
--- a/gradle/libs.versions.toml
+++ b/gradle/libs.versions.toml
@@ -40,8 +40,8 @@ reactor_netty     = "1.1.23"
 reactor           = "3.5.20"
 
 # client dependencies
-httpclient5       = "5.3.1"
-httpcore5         = "5.2.5"
+httpclient5       = "5.4.1"
+httpcore5         = "5.3.1"
 httpclient        = "4.5.14"
 httpcore          = "4.4.16"
 httpasyncclient   = "4.1.5"