diff --git a/mesonbuild/modules/external_project.py b/mesonbuild/modules/external_project.py
index 9e283e026b36..5111f33fc1d5 100644
--- a/mesonbuild/modules/external_project.py
+++ b/mesonbuild/modules/external_project.py
@@ -19,7 +19,7 @@
 from ..interpreter.type_checking import ENV_KW, DEPENDS_KW
 from ..interpreterbase.decorators import ContainerTypeInfo, KwargInfo, typed_kwargs, typed_pos_args
 from ..mesonlib import (EnvironmentException, MesonException, Popen_safe, MachineChoice,
-                        get_variable_regex, do_replacement, join_args)
+                        get_variable_regex, do_replacement, join_args, relpath)
 from ..options import OptionKey
 
 if T.TYPE_CHECKING:
@@ -93,10 +93,10 @@ def __init__(self,
         # will install files into "c:/bar/c:/foo" which is an invalid path.
         # Work around that issue by removing the drive from prefix.
         if self.prefix.drive:
-            self.prefix = self.prefix.relative_to(self.prefix.drive)
+            self.prefix = Path(relpath(str(self.prefix), str(self.prefix.drive)))
 
         # self.prefix is an absolute path, so we cannot append it to another path.
-        self.rel_prefix = self.prefix.relative_to(self.prefix.root)
+        self.rel_prefix = Path(relpath(str(self.prefix), str(self.prefix.root)))
 
         self._configure(state)
 
diff --git a/test cases/common/33 run program/check-mingw.py b/test cases/common/33 run program/check-mingw.py
new file mode 100755
index 000000000000..1b70fe9c5a4b
--- /dev/null
+++ b/test cases/common/33 run program/check-mingw.py	
@@ -0,0 +1,10 @@
+#!/usr/bin/env python3
+
+import os, sys, re
+
+if 'MSYSTEM' in os.environ and os.environ['MSYSTEM'] != '':
+    print(os.environ['MSYSTEM'])
+else:
+    match = re.search('[\\\\/](mingw32|mingw64|clang32|clang64|clangarm64|ucrt64)[\\\\/]', sys.executable, flags=re.IGNORECASE)
+    if match:
+        print(match.group(1).upper())
diff --git a/test cases/common/33 run program/meson.build b/test cases/common/33 run program/meson.build
index 2257d93c7fc1..1cd530523357 100644
--- a/test cases/common/33 run program/meson.build	
+++ b/test cases/common/33 run program/meson.build	
@@ -1,6 +1,9 @@
 project('run command', version : run_command('get-version.py', check : true).stdout().strip(), meson_version: '>=0.1.0')
 
-if build_machine.system() == 'windows'
+check_mingw = run_command('check-mingw.py', check : true).stdout().strip()
+is_mingw = not (check_mingw == '' or check_mingw == 'MSYS')
+
+if build_machine.system() == 'windows' and not is_mingw
   c = run_command('cmd', '/c', 'echo', 'hello', check: false)
 else
   c = run_command('echo', 'hello', check: false)
@@ -45,7 +48,7 @@ endif
 # We should be able to have files() in argument
 f = files('meson.build')
 
-if build_machine.system() == 'windows'
+if build_machine.system() == 'windows' and not is_mingw
   c = run_command('cmd', '/c', 'echo', f, check: false)
 else
   c = run_command('echo', f, check: false)
diff --git a/test cases/frameworks/25 hdf5/test.json b/test cases/frameworks/25 hdf5/test.json
index 590d4bc20283..aa3e2ba0685e 100644
--- a/test cases/frameworks/25 hdf5/test.json	
+++ b/test cases/frameworks/25 hdf5/test.json	
@@ -2,8 +2,7 @@
   "matrix": {
     "options": {
       "method": [
-        { "val": "pkg-config", "expect_skip_on_jobname": ["linux-gentoo-gcc"] },
-        { "val": "config-tool", "expect_skip_on_jobname": ["macos"] }
+        { "val": "pkg-config", "expect_skip_on_jobname": ["linux-gentoo-gcc"] }
       ]
     }
   },
diff --git a/unittests/windowstests.py b/unittests/windowstests.py
index 8448ab1649cc..c5b0ba08d306 100644
--- a/unittests/windowstests.py
+++ b/unittests/windowstests.py
@@ -54,20 +54,20 @@ def test_find_program(self):
         PATH to point to a directory with Python scripts.
         '''
         testdir = os.path.join(self.platform_test_dir, '8 find program')
-        # Find `cmd` and `cmd.exe`
-        prog1 = ExternalProgram('cmd')
-        self.assertTrue(prog1.found(), msg='cmd not found')
-        prog2 = ExternalProgram('cmd.exe')
-        self.assertTrue(prog2.found(), msg='cmd.exe not found')
+        # Find `xcopy` and `xcopy.exe`
+        prog1 = ExternalProgram('xcopy')
+        self.assertTrue(prog1.found(), msg='xcopy not found')
+        prog2 = ExternalProgram('xcopy.exe')
+        self.assertTrue(prog2.found(), msg='xcopy.exe not found')
         self.assertPathEqual(prog1.get_path(), prog2.get_path())
-        # Find cmd.exe with args without searching
-        prog = ExternalProgram('cmd', command=['cmd', '/C'])
-        self.assertTrue(prog.found(), msg='cmd not found with args')
-        self.assertPathEqual(prog.get_command()[0], 'cmd')
-        # Find cmd with an absolute path that's missing the extension
-        cmd_path = prog2.get_path()[:-4]
-        prog = ExternalProgram(cmd_path)
-        self.assertTrue(prog.found(), msg=f'{cmd_path!r} not found')
+        # Find xcopy.exe with args without searching
+        prog = ExternalProgram('xcopy', command=['xcopy', '/?'])
+        self.assertTrue(prog.found(), msg='xcopy not found with args')
+        self.assertPathEqual(prog.get_command()[0], 'xcopy')
+        # Find xcopy with an absolute path that's missing the extension
+        xcopy_path = prog2.get_path()[:-4]
+        prog = ExternalProgram(xcopy_path)
+        self.assertTrue(prog.found(), msg=f'{xcopy_path!r} not found')
         # Finding a script with no extension inside a directory works
         prog = ExternalProgram(os.path.join(testdir, 'test-script'))
         self.assertTrue(prog.found(), msg='test-script not found')