diff --git a/src/wp-includes/Requests/src/Requests.php b/src/wp-includes/Requests/src/Requests.php
index 287bacaaa575b..edf37f2214983 100644
--- a/src/wp-includes/Requests/src/Requests.php
+++ b/src/wp-includes/Requests/src/Requests.php
@@ -148,7 +148,7 @@ class Requests {
 	 *
 	 * @var string
 	 */
-	const VERSION = '2.0.6';
+	const VERSION = '2.0.8';
 
 	/**
 	 * Selected transport name
diff --git a/src/wp-includes/Requests/src/Transport/Curl.php b/src/wp-includes/Requests/src/Transport/Curl.php
index 7316987b5faed..29034b25d5358 100644
--- a/src/wp-includes/Requests/src/Transport/Curl.php
+++ b/src/wp-includes/Requests/src/Transport/Curl.php
@@ -25,6 +25,7 @@
 final class Curl implements Transport {
 	const CURL_7_10_5 = 0x070A05;
 	const CURL_7_16_2 = 0x071002;
+	const CURL_7_22_0 = 0x071600;
 
 	/**
 	 * Raw HTTP data
@@ -363,7 +364,7 @@ private function setup_handle($url, $headers, $data, $options) {
 		$options['hooks']->dispatch('curl.before_request', [&$this->handle]);
 
 		// Force closing the connection for old versions of cURL (<7.22).
-		if (!isset($headers['Connection'])) {
+		if ($this->version < self::CURL_7_22_0 && !isset($headers['Connection'])) {
 			$headers['Connection'] = 'close';
 		}