diff --git a/ports/x264/CONTROL b/ports/x264/CONTROL
index 0a4af3912f1..565775b153a 100644
--- a/ports/x264/CONTROL
+++ b/ports/x264/CONTROL
@@ -1,6 +1,6 @@
 Source: x264
 Version: 157-303c484ec828ed0
-Port-Version: 9
+Port-Version: 10
 Homepage: https://github.com/mirror/x264
 Description: x264 is a free software library and application for encoding video streams into the H.264/MPEG-4 AVC compression format
 Build-Depends: pthread (linux&osx)
diff --git a/ports/x264/portfile.cmake b/ports/x264/portfile.cmake
index 1c9e32e9251..1d1bc23922f 100644
--- a/ports/x264/portfile.cmake
+++ b/ports/x264/portfile.cmake
@@ -47,9 +47,20 @@ vcpkg_copy_tools(TOOL_NAMES x264 AUTO_CLEAN)
 
 file(REMOVE_RECURSE ${CURRENT_PACKAGES_DIR}/debug/include)
 
+if(VCPKG_TARGET_IS_WINDOWS)
+    set(pcfile "${CURRENT_PACKAGES_DIR}/lib/pkgconfig/x264.pc")
+    if(EXISTS "${pcfile}")
+        vcpkg_replace_string("${pcfile}" "-lx264" "-llibx264")
+    endif()
+    set(pcfile "${CURRENT_PACKAGES_DIR}/debug/lib/pkgconfig/x264.pc")
+    if(EXISTS "${pcfile}")
+        vcpkg_replace_string("${pcfile}" "-lx264" "-llibx264")
+    endif()
+endif()
+
 if(VCPKG_LIBRARY_LINKAGE STREQUAL "dynamic")
-    file(RENAME ${CURRENT_PACKAGES_DIR}/lib/libx264.dll.lib ${CURRENT_PACKAGES_DIR}/lib/x264.lib)
-    file(RENAME ${CURRENT_PACKAGES_DIR}/debug/lib/libx264.dll.lib ${CURRENT_PACKAGES_DIR}/debug/lib/x264.lib)
+    file(RENAME ${CURRENT_PACKAGES_DIR}/lib/libx264.dll.lib ${CURRENT_PACKAGES_DIR}/lib/libx264.lib)
+    file(RENAME ${CURRENT_PACKAGES_DIR}/debug/lib/libx264.dll.lib ${CURRENT_PACKAGES_DIR}/debug/lib/libx264.lib)
 else()
     # force U_STATIC_IMPLEMENTATION macro
     file(READ ${CURRENT_PACKAGES_DIR}/include/x264.h HEADER_CONTENTS)
diff --git a/scripts/ci.baseline.txt b/scripts/ci.baseline.txt
index 102fba40e72..244f794548e 100644
--- a/scripts/ci.baseline.txt
+++ b/scripts/ci.baseline.txt
@@ -1801,9 +1801,6 @@ x264:arm64-windows=fail
 x264:arm-uwp=fail
 x264:x64-uwp=fail
 x264:x64-osx=fail
-x264:x86-windows=fail
-x264:x64-windows=fail
-x264:x64-windows-static=fail
 x265:arm64-windows=fail
 x265:arm-uwp=fail
 x265:x64-uwp=fail
diff --git a/scripts/cmake/vcpkg_build_make.cmake b/scripts/cmake/vcpkg_build_make.cmake
index 523f0042db9..7a3c21117b2 100644
--- a/scripts/cmake/vcpkg_build_make.cmake
+++ b/scripts/cmake/vcpkg_build_make.cmake
@@ -70,7 +70,8 @@ function(vcpkg_build_make)
         set(NO_PARALLEL_MAKE_OPTS ${_bc_MAKE_OPTIONS} -j 1 --trace -f Makefile ${_bc_BUILD_TARGET})
 
         string(REPLACE " " "\\\ " _VCPKG_PACKAGE_PREFIX ${CURRENT_PACKAGES_DIR})
-        string(REGEX REPLACE "([a-zA-Z]):/" "/\\1/" _VCPKG_PACKAGE_PREFIX "${_VCPKG_PACKAGE_PREFIX}")
+        # Don't know why '/cygdrive' is suddenly a requirement here. (at least for x264)
+        string(REGEX REPLACE "([a-zA-Z]):/" "/cygdrive/\\1/" _VCPKG_PACKAGE_PREFIX "${_VCPKG_PACKAGE_PREFIX}")
         set(INSTALL_OPTS -j ${VCPKG_CONCURRENCY} --trace -f Makefile install DESTDIR=${_VCPKG_PACKAGE_PREFIX})
         #TODO: optimize for install-data (release) and install-exec (release/debug)
     else()
diff --git a/scripts/cmake/vcpkg_configure_make.cmake b/scripts/cmake/vcpkg_configure_make.cmake
index 48937a72719..668316746b9 100644
--- a/scripts/cmake/vcpkg_configure_make.cmake
+++ b/scripts/cmake/vcpkg_configure_make.cmake
@@ -220,10 +220,7 @@ function(vcpkg_configure_make)
         list(APPEND MSYS_REQUIRE_PACKAGES binutils libtool autoconf automake-wrapper automake1.16 m4)
         vcpkg_acquire_msys(MSYS_ROOT PACKAGES ${MSYS_REQUIRE_PACKAGES})
         # This inserts msys before system32 (which masks sort.exe and find.exe) but after MSVC (which avoids masking link.exe)
-        string(REPLACE ";$ENV{SystemRoot}\\System32;" ";${MSYS_ROOT}/usr/share/automake-1.16;${MSYS_ROOT}/usr/bin;$ENV{SystemRoot}\\System32;" NEWPATH "$ENV{PATH}")
-        set(ENV{PATH} "${NEWPATH}")
-        set(BASH "${MSYS_ROOT}/usr/bin/bash.exe")
-
+        set(APPEND_ENV)
         if (_csc_AUTOCONFIG)
             # --build: the machine you are building on
             # --host: the machine you are building for
@@ -243,8 +240,14 @@ function(vcpkg_configure_make)
                 endif()
             endif()
             debug_message("Using make triplet: ${_csc_BUILD_TRIPLET}")
+            set(APPEND_ENV ";${MSYS_ROOT}/usr/share/automake-1.16")
         endif()
 
+        string(REPLACE ";$ENV{SystemRoot}\\System32;" "${APPEND_ENV};${MSYS_ROOT}/usr/bin;$ENV{SystemRoot}\\System32;" NEWPATH "$ENV{PATH}")
+        string(REPLACE ";$ENV{SystemRoot}\\system32;" "${APPEND_ENV};${MSYS_ROOT}/usr/bin;$ENV{SystemRoot}\\system32;" NEWPATH "$ENV{PATH}")
+        set(ENV{PATH} "${NEWPATH}")
+        set(BASH "${MSYS_ROOT}/usr/bin/bash.exe")
+
         macro(_vcpkg_append_to_configure_environment inoutstring var defaultval)
             # Allows to overwrite settings in custom triplets via the environment
             if(DEFINED ENV{${var}})