diff --git a/hack/windows/Install-OVS.ps1 b/hack/windows/Install-OVS.ps1
index 9241e8f465d..a0608c02ef7 100644
--- a/hack/windows/Install-OVS.ps1
+++ b/hack/windows/Install-OVS.ps1
@@ -199,6 +199,22 @@ function InstallOVS() {
     SetEnvVar "Path" $env:Path
 }
 
+function CheckIfLibInstalled() {
+    # Check if SSL library has been installed
+    $pathEntries = $env:Path.Split(";") | ForEach-Object {
+        if ((Test-Path "$_/ssleay32.dll" -PathType Leaf) -and (Test-Path "$_/libeay32.dll" -PathType Leaf)) {
+            Log "Found existing SSL library."
+            return
+        }
+    }
+    $SSLZip = "openssl-1.0.2u-x64_86-win64.zip"
+    curl.exe -LO https://indy.fulgan.com/SSL/$SSLZip
+    Expand-Archive $SSLZip -DestinationPath openssl
+    cp -Force openssl/*.dll $OVSInstallDir\usr\sbin\
+    rm -Recurse -Force openssl
+    rm $SSLZip
+}
+
 function ConfigOVS() {
     # Create ovsdb config file
     $OVS_DB_SCHEMA_PATH = "$OVSInstallDir\usr\share\openvswitch\vswitch.ovsschema"
@@ -231,6 +247,8 @@ DownloadOVS
 
 InstallOVS
 
+CheckIfLibInstalled
+
 ConfigOVS
 
 Log "OVS Installation Complete!"