diff --git a/devel/py-setuptools/Makefile b/devel/py-setuptools/Makefile
--- a/devel/py-setuptools/Makefile
+++ b/devel/py-setuptools/Makefile
@@ -1,6 +1,5 @@
 PORTNAME=	setuptools
-PORTVERSION=	63.1.0
-PORTREVISION=	1
+PORTVERSION=	75.1.0
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
@@ -16,33 +15,45 @@
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
+BUILD_DEPENDS=	${CORE_DEPENDS}
+RUN_DEPENDS=	${CORE_DEPENDS}
+
 USES=		cpe python
-USE_PYTHON=	allflavors autoplist concurrent distutils
+USE_PYTHON=	allflavors autoplist concurrent pep517 pytest
 
 CPE_VENDOR=	python
 
-MAKE_ENV+=	SETUPTOOLS_DISABLE_VERSIONED_EASY_INSTALL_SCRIPT=1
-NO_ARCH=	yes
-PYDISTUTILS_SETUP=	${PYSETUP}
+CORE_DEPENDS=	${PYTHON_PKGNAMEPREFIX}packaging>=24:devel/py-packaging@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}more-itertools>=8.8:devel/py-more-itertools@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}wheel>=0.43.0:devel/py-wheel@${PY_FLAVOR}
 
-PLIST_FILES=	"@sample %%PYTHON_SITELIBDIR%%/easy-install.pth.dist %%PYTHON_SITELIBDIR%%/easy-install.pth"
+# circular dependencies
+#CORE_DEPENDS=	${PYTHON_PKGNAMEPREFIX}jaraco.text>=3.7:devel/py-jaraco.text@${PY_FLAVOR} \
+#		${PYTHON_PKGNAMEPREFIX}platformdirs>=2.6.2:devel/py-platformdirs@${PY_FLAVOR}
+
+NO_ARCH=	yes
 
 .include <bsd.port.pre.mk>
 
-.if ${FLAVOR} != ${FLAVORS:[1]}
-SUB_FILES+=	pkg-message
-SUB_LIST+=	PYTHON_VER=${PYTHON_VER}
+.if ${PYTHON_REL} < 30900
+CORE_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}importlib-resources>=5.10.2:devel/py-importlib-resources@${PY_FLAVOR}
+.endif
+.if ${PYTHON_REL} < 31000
+CORE_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}importlib-metadata>=6:devel/py-importlib-metadata@${PY_FLAVOR}
+.endif
+.if ${PYTHON_REL} < 31100
+CORE_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}tomli>=2.0.1:textproc/py-tomli@${PY_FLAVOR}
 .endif
 
-# These create dependency loops in redports/poudriere, because setuptools
-# is currently an explicit BUILD & RUN dependency in Uses/python.mk.
-#TEST_DEPENDS=  ${PYTHON_PKGNAMEPREFIX}pytest>0:devel/py-pytest@${PY_FLAVOR}
-# pkg install -y py38-pytest py38-mock py38-pytest-fixture-config py38-pytest-virtualenv py38-paver
-
-post-install:
-	${INSTALL_DATA} ${FILESDIR}/easy-install.pth.dist ${STAGEDIR}${PYTHON_SITELIBDIR}/
-
-do-test:
-	cd ${WRKSRC} && ${PYTHON_CMD} -m pytest -v -rs
+post-patch:
+	# remove vendored packages of those already installed via pkg(8)
+	@cd ${WRKSRC}/setuptools/_vendor && ${RM} -r \
+		packaging* \
+		more_itertools* \
+		wheel* \
+		importlib_resources* \
+		importlib_metadata* \
+		tomli* \
+		zipp*
 
 .include <bsd.port.post.mk>
diff --git a/devel/py-setuptools/distinfo b/devel/py-setuptools/distinfo
--- a/devel/py-setuptools/distinfo
+++ b/devel/py-setuptools/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1657634036
-SHA256 (python/setuptools-63.1.0.tar.gz) = 16923d366ced322712c71ccb97164d07472abeecd13f3a6c283f6d5d26722793
-SIZE (python/setuptools-63.1.0.tar.gz) = 2599380
+TIMESTAMP = 1726525726
+SHA256 (python/setuptools-75.1.0.tar.gz) = d59a21b17a275fb872a9c3dae73963160ae079f1049ed956880cd7c09b120538
+SIZE (python/setuptools-75.1.0.tar.gz) = 1348057
diff --git a/devel/py-setuptools/files/easy-install.pth.dist b/devel/py-setuptools/files/easy-install.pth.dist
deleted file mode 100644
--- a/devel/py-setuptools/files/easy-install.pth.dist
+++ /dev/null
@@ -1,2 +0,0 @@
-import sys; sys.__plen = len(sys.path)
-import sys; new=sys.path[sys.__plen:]; del sys.path[sys.__plen:]; p=getattr(sys,'__egginsert',0); sys.path[p:p]=new; sys.__egginsert = p+len(new)
diff --git a/devel/py-setuptools/files/patch-setuptools_package__index.py b/devel/py-setuptools/files/patch-setuptools_package__index.py
deleted file mode 100644
--- a/devel/py-setuptools/files/patch-setuptools_package__index.py
+++ /dev/null
@@ -1,11 +0,0 @@
---- setuptools/package_index.py.orig	2022-07-04 02:25:25 UTC
-+++ setuptools/package_index.py
-@@ -197,7 +197,7 @@ def unique_values(func):
-     return wrapper
- 
- 
--REL = re.compile(r"""<([^>]*\srel\s*=\s*['"]?([^'">]+)[^>]*)>""", re.I)
-+REL = re.compile(r"""<([^>]*\srel\s{0,10}=\s{0,10}['"]?([^'" >]+)[^>]*)>""", re.I)
- # this line is here to fix emacs' cruddy broken syntax highlighting
- 
- 
diff --git a/devel/py-setuptools/files/pkg-message.in b/devel/py-setuptools/files/pkg-message.in
deleted file mode 100644
--- a/devel/py-setuptools/files/pkg-message.in
+++ /dev/null
@@ -1,8 +0,0 @@
-[
-{ type: install
-  message: <<EOM
-  Only %%PREFIX%%/bin/easy_install-%%PYTHON_VER%% script has been installed
-  since Python %%PYTHON_VER%% is not the default Python version.
-EOM
-}
-]