diff --git a/CMakeLists.txt b/CMakeLists.txt
index 5f863fa63..f3cb26f38 100644
--- a/CMakeLists.txt
+++ b/CMakeLists.txt
@@ -512,16 +512,16 @@ set(CMAKE_INSTALL_UCRT_LIBRARIES TRUE)
 include(InstallRequiredSystemLibraries)
 
 if(WIN32)
-  if (OPENSSL_VERSION_MINOR GREATER_EQUAL 1)
-    if (CMAKE_VS_PLATFORM_NAME STREQUAL "x64")
-      list (APPEND ICINGA2_OPENSSL_DLLS ${OPENSSL_INCLUDE_DIR}/../bin/libcrypto-1_1-x64.dll ${OPENSSL_INCLUDE_DIR}/../bin/libssl-1_1-x64.dll)
-    else()
-      list (APPEND ICINGA2_OPENSSL_DLLS ${OPENSSL_INCLUDE_DIR}/../bin/libcrypto-1_1.dll ${OPENSSL_INCLUDE_DIR}/../bin/libssl-1_1.dll)
-    endif()
+  if (CMAKE_VS_PLATFORM_NAME STREQUAL "x64")
+    set(ICINGA2_OPENSSL_DLL_ARCH "-x64")
   else()
-      list (APPEND ICINGA2_OPENSSL_DLLS ${OPENSSL_INCLUDE_DIR}/../bin/libeay32.dll ${OPENSSL_INCLUDE_DIR}/../bin/ssleay32.dll)
+    set(ICINGA2_OPENSSL_DLL_ARCH "")
   endif()
 
+  foreach(ICINGA2_OPENSSL_LIB crypto ssl)
+    list(APPEND ICINGA2_OPENSSL_DLLS ${OPENSSL_INCLUDE_DIR}/../bin/lib${ICINGA2_OPENSSL_LIB}-3${ICINGA2_OPENSSL_DLL_ARCH}.dll)
+  endforeach()
+
   install(
     PROGRAMS ${ICINGA2_OPENSSL_DLLS}
     DESTINATION ${CMAKE_INSTALL_SBINDIR}
diff --git a/doc/21-development.md b/doc/21-development.md
index 99e39f376..3d4dcfde1 100644
--- a/doc/21-development.md
+++ b/doc/21-development.md
@@ -482,8 +482,8 @@ File Type: EXECUTABLE IMAGE
     boost_filesystem-vc142-mt-gd-x64-1_82.dll
     boost_thread-vc142-mt-gd-x64-1_82.dll
     boost_regex-vc142-mt-gd-x64-1_82.dll
-    libssl-1_1-x64.dll
-    libcrypto-1_1-x64.dll
+    libssl-3_0-x64.dll
+    libcrypto-3_0-x64.dll
     WS2_32.dll
     dbghelp.dll
     SHLWAPI.dll
diff --git a/doc/win-dev.ps1 b/doc/win-dev.ps1
index 249361430..078931182 100644
--- a/doc/win-dev.ps1
+++ b/doc/win-dev.ps1
@@ -14,7 +14,7 @@ function ThrowOnNativeFailure {
 $VsVersion = 2019
 $MsvcVersion = '14.2'
 $BoostVersion = @(1, 82, 0)
-$OpensslVersion = '1_1_1t'
+$OpensslVersion = '3_0_9'
 
 switch ($Env:BITS) {
 	32 { }
diff --git a/tools/win32/configure.ps1 b/tools/win32/configure.ps1
index fc59f7b54..7e7f6bd3c 100644
--- a/tools/win32/configure.ps1
+++ b/tools/win32/configure.ps1
@@ -30,7 +30,7 @@ if (-not (Test-Path env:CMAKE_GENERATOR_PLATFORM)) {
   }
 }
 if (-not (Test-Path env:OPENSSL_ROOT_DIR)) {
-  $env:OPENSSL_ROOT_DIR = "c:\local\OpenSSL_1_1_1t-Win${env:BITS}"
+  $env:OPENSSL_ROOT_DIR = "c:\local\OpenSSL_3_0_9-Win${env:BITS}"
 }
 if (-not (Test-Path env:BOOST_ROOT)) {
   $env:BOOST_ROOT = "c:\local\boost_1_82_0-Win${env:BITS}"