diff --git a/ext/node/lib.rs b/ext/node/lib.rs
index a17e5f0ab5..b1a893086d 100644
--- a/ext/node/lib.rs
+++ b/ext/node/lib.rs
@@ -326,6 +326,7 @@ deno_core::extension!(deno_node,
     ops::zlib::brotli::op_brotli_decompress_stream_end,
     ops::http::op_node_http_fetch_response_upgrade,
     ops::http::op_node_http_request_with_conn<P>,
+    ops::http::op_node_http_request_with_tls_conn<P>,
     ops::http::op_node_http_await_response,
     ops::http::op_node_http_wait_for_connection,
     ops::http2::op_http2_connect,
diff --git a/ext/node/ops/http.rs b/ext/node/ops/http.rs
index 6380ecfe03..0fd088d235 100644
--- a/ext/node/ops/http.rs
+++ b/ext/node/ops/http.rs
@@ -35,6 +35,7 @@ use deno_core::Resource;
 use deno_core::ResourceId;
 use deno_fetch::ResBody;
 use deno_net::io::TcpStreamResource;
+use deno_net::ops_tls::TlsStreamResource;
 use http::header::HeaderMap;
 use http::header::HeaderName;
 use http::header::HeaderValue;
@@ -199,6 +200,120 @@ where
   Ok((rid, conn_rid))
 }
 
+// TODO(@satyarohith): deduplicate the code.
+#[op2(async)]
+#[serde]
+pub async fn op_node_http_request_with_tls_conn<P>(
+  state: Rc<RefCell<OpState>>,
+  #[serde] method: ByteString,
+  #[string] url: String,
+  #[serde] headers: Vec<(ByteString, ByteString)>,
+  #[smi] body: Option<ResourceId>,
+  #[smi] conn_rid: ResourceId,
+) -> Result<(ResourceId, ResourceId), AnyError>
+where
+  P: crate::NodePermissions + 'static,
+{
+  // Establish the connection/client.
+  let resource_rc = state
+    .borrow_mut()
+    .resource_table
+    .take::<TlsStreamResource>(conn_rid)?;
+  let resource = Rc::try_unwrap(resource_rc)
+    .map_err(|_e| bad_resource("TLS stream is currently in use"))?;
+  let (read_half, write_half) = resource.into_inner();
+  let tls_stream = read_half.unsplit(write_half);
+  let io = TokioIo::new(tls_stream);
+  let (mut sender, conn) = hyper::client::conn::http1::handshake(io).await?;
+
+  let (notify, receiver) = tokio::sync::oneshot::channel::<()>();
+
+  // Spawn a task to poll the connection, driving the HTTP state
+  let _handle = tokio::task::spawn(async move {
+    let _ = notify.send(());
+    conn.await?;
+    Ok::<_, AnyError>(())
+  });
+
+  // Create the request.
+  let method = Method::from_bytes(&method)?;
+  let mut url_parsed = Url::parse(&url)?;
+  let maybe_authority = deno_fetch::extract_authority(&mut url_parsed);
+
+  {
+    let mut state_ = state.borrow_mut();
+    let permissions = state_.borrow_mut::<P>();
+    permissions.check_net_url(&url_parsed, "ClientRequest")?;
+  }
+
+  let mut header_map = HeaderMap::new();
+  for (key, value) in headers {
+    let name = HeaderName::from_bytes(&key)
+      .map_err(|err| type_error(err.to_string()))?;
+    let v = HeaderValue::from_bytes(&value)
+      .map_err(|err| type_error(err.to_string()))?;
+
+    header_map.append(name, v);
+  }
+
+  let (body, con_len) = if let Some(body) = body {
+    (
+      BodyExt::boxed(NodeHttpResourceToBodyAdapter::new(
+        state.borrow_mut().resource_table.take_any(body)?,
+      )),
+      None,
+    )
+  } else {
+    // POST and PUT requests should always have a 0 length content-length,
+    // if there is no body. https://fetch.spec.whatwg.org/#http-network-or-cache-fetch
+    let len = if matches!(method, Method::POST | Method::PUT) {
+      Some(0)
+    } else {
+      None
+    };
+    (
+      http_body_util::Empty::new()
+        .map_err(|never| match never {})
+        .boxed(),
+      len,
+    )
+  };
+
+  let mut request = http::Request::new(body);
+  *request.method_mut() = method.clone();
+  *request.uri_mut() = url_parsed
+    .path()
+    .to_string()
+    .parse()
+    .map_err(|_| type_error("Invalid URL"))?;
+  *request.headers_mut() = header_map;
+
+  if let Some((username, password)) = maybe_authority {
+    request.headers_mut().insert(
+      AUTHORIZATION,
+      deno_fetch::basic_auth(&username, password.as_deref()),
+    );
+  }
+  if let Some(len) = con_len {
+    request.headers_mut().insert(CONTENT_LENGTH, len.into());
+  }
+
+  let res = sender.send_request(request).map_err(Error::from).boxed();
+  let rid = state
+    .borrow_mut()
+    .resource_table
+    .add(NodeHttpClientResponse {
+      response: res,
+      url: url.clone(),
+    });
+  let conn_rid = state
+    .borrow_mut()
+    .resource_table
+    .add(NodeHttpConnReady { recv: receiver });
+
+  Ok((rid, conn_rid))
+}
+
 #[op2(async)]
 #[serde]
 pub async fn op_node_http_wait_for_connection(
diff --git a/ext/node/polyfills/http.ts b/ext/node/polyfills/http.ts
index d26192a47d..0e4459f637 100644
--- a/ext/node/polyfills/http.ts
+++ b/ext/node/polyfills/http.ts
@@ -8,7 +8,9 @@ import {
   op_node_http_await_response,
   op_node_http_fetch_response_upgrade,
   op_node_http_request_with_conn,
+  op_node_http_request_with_tls_conn,
   op_node_http_wait_for_connection,
+  op_tls_start,
 } from "ext:core/ops";
 
 import { TextEncoder } from "ext:deno_web/08_text_encoding.js";
@@ -447,12 +449,28 @@ class ClientRequest extends OutgoingMessage {
 
     (async () => {
       try {
-        const [rid, connRid] = await op_node_http_request_with_conn(
+        const parsedUrl = new URL(url);
+        const encrypted = parsedUrl.protocol === "https:";
+        let encryptedRid;
+        if (encrypted) {
+          const { 0: rid, 1: localAddr, 2: remoteAddr } = op_tls_start({
+            rid: this.socket.rid,
+            hostname: parsedUrl.hostname,
+            caCerts: [],
+            alpnProtocols: ["http/1.0", "http/1.1"],
+          });
+          encryptedRid = rid;
+        }
+        const op = encrypted
+          ? op_node_http_request_with_tls_conn
+          : op_node_http_request_with_conn;
+        const connectionRid = encrypted ? encryptedRid : this.socket.rid;
+        const [rid, connRid] = await op(
           this.method,
           url,
           headers,
           this._bodyWriteRid,
-          this.socket.rid,
+          connectionRid,
         );
         // Emit request ready to let the request body to be written.
         await op_node_http_wait_for_connection(connRid);
diff --git a/tests/unit_node/http_test.ts b/tests/unit_node/http_test.ts
index fabd53748d..ee52d431c0 100644
--- a/tests/unit_node/http_test.ts
+++ b/tests/unit_node/http_test.ts
@@ -687,9 +687,7 @@ Deno.test("[node/http] ClientRequest handle non-string headers", async () => {
   assertEquals(headers!["1"], "2");
 });
 
-Deno.test("[node/http] ClientRequest uses HTTP/1.1", {
-  ignore: true,
-}, async () => {
+Deno.test("[node/https] ClientRequest uses HTTP/1.1", async () => {
   let body = "";
   const { promise, resolve, reject } = Promise.withResolvers<void>();
   const req = https.request("https://localhost:5545/http_version", {