diff --git a/python/servo/build_commands.py b/python/servo/build_commands.py
index 814fa36b76e..4ad405af6a6 100644
--- a/python/servo/build_commands.py
+++ b/python/servo/build_commands.py
@@ -578,7 +578,7 @@ class MachCommands(CommandBase):
                     call(["editbin", "/nologo", "/subsystem:windows", path.join(servo_exe_dir, "servo.exe")],
                          verbose=verbose)
                 # on msvc, we need to copy in some DLLs in to the servo.exe dir
-                for ssl_lib in ["libeay32.dll", "ssleay32.dll"]:
+                for ssl_lib in ["libssl.dll", "libcrypto.dll"]:
                     shutil.copy(path.join(env['OPENSSL_LIB_DIR'], "../bin", ssl_lib),
                                 servo_exe_dir)
                 # Search for the generated nspr4.dll
diff --git a/python/servo/command_base.py b/python/servo/command_base.py
index 57e729dc92c..e8807397034 100644
--- a/python/servo/command_base.py
+++ b/python/servo/command_base.py
@@ -610,7 +610,7 @@ install them, let us know by filing a bug!")
             # Link openssl
             env["OPENSSL_INCLUDE_DIR"] = path.join(openssl_base_dir, "include")
             env["OPENSSL_LIB_DIR"] = path.join(openssl_base_dir, "lib")
-            env["OPENSSL_LIBS"] = "libeay32:ssleay32"
+            env["OPENSSL_LIBS"] = "libssl:libcrypto"
             # Link moztools, used for building SpiderMonkey
             env["MOZTOOLS_PATH"] = os.pathsep.join([
                 path.join(package_dir("moztools"), "bin"),
diff --git a/python/servo/packages.py b/python/servo/packages.py
index 3e7e3ccf67c..2d10156ad22 100644
--- a/python/servo/packages.py
+++ b/python/servo/packages.py
@@ -7,5 +7,5 @@ WINDOWS_MSVC = {
     "llvm": "8.0.0",
     "moztools": "3.2",
     "ninja": "1.7.1",
-    "openssl": "1.0.2q-vs2017",
+    "openssl": "111.3.0+1.1.1c-vs2017",
 }
diff --git a/support/hololens/ServoApp/ServoApp.vcxproj b/support/hololens/ServoApp/ServoApp.vcxproj
index fcfb8e67c13..730966d8b7e 100644
--- a/support/hololens/ServoApp/ServoApp.vcxproj
+++ b/support/hololens/ServoApp/ServoApp.vcxproj
@@ -297,7 +297,7 @@
     <None Include="..\..\..\target\debug\intl-8.dll">
       <DeploymentContent Condition="'$(Configuration)|$(Platform)'=='Debug|x64'">true</DeploymentContent>
     </None>
-    <None Include="..\..\..\target\debug\libeay32.dll">
+    <None Include="..\..\..\target\debug\libssl.dll">
       <DeploymentContent Condition="'$(Configuration)|$(Platform)'=='Debug|x64'">true</DeploymentContent>
     </None>
     <None Include="..\..\..\target\debug\libwinpthread-1.dll">
@@ -312,7 +312,7 @@
     <None Include="..\..\..\target\debug\simpleservo.dll">
       <DeploymentContent Condition="'$(Configuration)|$(Platform)'=='Debug|x64'">true</DeploymentContent>
     </None>
-    <None Include="..\..\..\target\debug\ssleay32.dll">
+    <None Include="..\..\..\target\debug\libcrypto.dll">
       <DeploymentContent Condition="'$(Configuration)|$(Platform)'=='Debug|x64'">true</DeploymentContent>
     </None>
     <None Include="..\..\..\target\debug\swresample-3.dll">
@@ -468,7 +468,7 @@
     <None Include="..\..\..\target\release\intl-8.dll">
       <DeploymentContent Condition="'$(Configuration)|$(Platform)'=='Release|x64'">true</DeploymentContent>
     </None>
-    <None Include="..\..\..\target\release\libeay32.dll">
+    <None Include="..\..\..\target\release\libssl.dll">
       <DeploymentContent Condition="'$(Configuration)|$(Platform)'=='Release|x64'">true</DeploymentContent>
     </None>
     <None Include="..\..\..\target\release\libwinpthread-1.dll">
@@ -483,7 +483,7 @@
     <None Include="..\..\..\target\release\simpleservo.dll">
       <DeploymentContent Condition="'$(Configuration)|$(Platform)'=='Release|x64'">true</DeploymentContent>
     </None>
-    <None Include="..\..\..\target\release\ssleay32.dll">
+    <None Include="..\..\..\target\release\libcrypto.dll">
       <DeploymentContent Condition="'$(Configuration)|$(Platform)'=='Release|x64'">true</DeploymentContent>
     </None>
     <None Include="..\..\..\target\release\swresample-3.dll">
@@ -571,4 +571,4 @@
     <Error Condition="!Exists('..\packages\Microsoft.Windows.CppWinRT.2.0.190620.2\build\native\Microsoft.Windows.CppWinRT.targets')" Text="$([System.String]::Format('$(ErrorText)', '..\packages\Microsoft.Windows.CppWinRT.2.0.190620.2\build\native\Microsoft.Windows.CppWinRT.targets'))" />
     <Error Condition="!Exists('..\packages\ANGLE.WindowsStore.2.1.13\build\native\ANGLE.WindowsStore.targets')" Text="$([System.String]::Format('$(ErrorText)', '..\packages\ANGLE.WindowsStore.2.1.13\build\native\ANGLE.WindowsStore.targets'))" />
   </Target>
-</Project>
\ No newline at end of file
+</Project>
diff --git a/support/hololens/ServoApp/ServoApp.vcxproj.filters b/support/hololens/ServoApp/ServoApp.vcxproj.filters
index 604bb785585..69823c7f0fa 100644
--- a/support/hololens/ServoApp/ServoApp.vcxproj.filters
+++ b/support/hololens/ServoApp/ServoApp.vcxproj.filters
@@ -234,7 +234,10 @@
     <None Include="..\..\..\target\debug\intl-8.dll">
       <Filter>DebugServoDLLs</Filter>
     </None>
-    <None Include="..\..\..\target\debug\libeay32.dll">
+    <None Include="..\..\..\target\debug\libcrypto.dll">
+      <Filter>DebugServoDLLs</Filter>
+    </None>
+    <None Include="..\..\..\target\debug\libssl.dll">
       <Filter>DebugServoDLLs</Filter>
     </None>
     <None Include="..\..\..\target\debug\libwinpthread-1.dll">
@@ -246,9 +249,6 @@
     <None Include="..\..\..\target\debug\orc-0.4-0.dll">
       <Filter>DebugServoDLLs</Filter>
     </None>
-    <None Include="..\..\..\target\debug\ssleay32.dll">
-      <Filter>DebugServoDLLs</Filter>
-    </None>
     <None Include="..\..\..\target\debug\swresample-3.dll">
       <Filter>DebugServoDLLs</Filter>
     </None>
@@ -267,9 +267,6 @@
     <None Include="..\..\..\target\release\swresample-3.dll">
       <Filter>ReleaseServoDLLs</Filter>
     </None>
-    <None Include="..\..\..\target\release\ssleay32.dll">
-      <Filter>ReleaseServoDLLs</Filter>
-    </None>
     <None Include="..\..\..\target\release\simpleservo.dll">
       <Filter>ReleaseServoDLLs</Filter>
     </None>
@@ -282,7 +279,10 @@
     <None Include="..\..\..\target\release\libwinpthread-1.dll">
       <Filter>ReleaseServoDLLs</Filter>
     </None>
-    <None Include="..\..\..\target\release\libeay32.dll">
+    <None Include="..\..\..\target\release\libssl.dll">
+      <Filter>ReleaseServoDLLs</Filter>
+    </None>
+    <None Include="..\..\..\target\release\libcrypto.dll">
       <Filter>ReleaseServoDLLs</Filter>
     </None>
     <None Include="..\..\..\target\release\intl-8.dll">
@@ -473,4 +473,4 @@
   <ItemGroup>
     <ApplicationDefinition Include="App.xaml" />
   </ItemGroup>
-</Project>
\ No newline at end of file
+</Project>