diff --git a/www/py-yarl/Makefile b/www/py-yarl/Makefile
index 96eae79b83d9..42d2c422f685 100644
--- a/www/py-yarl/Makefile
+++ b/www/py-yarl/Makefile
@@ -1,33 +1,34 @@
 PORTNAME=	yarl
-PORTVERSION=	1.20.1
+PORTVERSION=	1.24.2
 CATEGORIES=	www python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	amdmi3@FreeBSD.org
 COMMENT=	Yet another URL library
 WWW=		https://github.com/aio-libs/yarl
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}expandvars>=0:devel/py-expandvars@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}setuptools>=47:devel/py-setuptools@${PY_FLAVOR} \
 		${PY_TOMLI} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}idna>=2.0:dns/py-idna@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}multidict>=4.0:www/py-multidict@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}propcache>=0.2.0:devel/py-propcache@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}hypothesis>0:devel/py-hypothesis@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}pytest-codspeed>0:devel/py-pytest-codspeed@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}pytest-codspeed>0:devel/py-pytest-codspeed@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pydantic>=0:devel/py-pydantic@${PY_FLAVOR}
 
 USES=		python
-USE_PYTHON=	autoplist cython pep517 pytest
+USE_PYTHON=	autoplist cython pep517 pytest  # pydantic test fails
 
 post-install:
 	@${STRIP_CMD} ${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}/yarl/_quoting_c*.so
 
 pre-test:
 	@cd ${TEST_WRKSRC}/yarl && ${LN} -fs ${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}/yarl/_quoting_c*.so
 
 .include <bsd.port.mk>
diff --git a/www/py-yarl/distinfo b/www/py-yarl/distinfo
index 433e418df7d5..87ec57c33dfe 100644
--- a/www/py-yarl/distinfo
+++ b/www/py-yarl/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1752166485
-SHA256 (yarl-1.20.1.tar.gz) = d017a4997ee50c91fd5466cef416231bb82177b93b029906cefc542ce14c35ac
-SIZE (yarl-1.20.1.tar.gz) = 186428
+TIMESTAMP = 1779374302
+SHA256 (yarl-1.24.2.tar.gz) = 9ac374123c6fd7abf64d1fec93962b0bd4ee2c19751755a762a72dd96c0378f8
+SIZE (yarl-1.24.2.tar.gz) = 210798
diff --git a/www/py-yarl/files/patch-pyproject.toml b/www/py-yarl/files/patch-pyproject.toml
new file mode 100644
index 000000000000..6c1f807c7485
--- /dev/null
+++ b/www/py-yarl/files/patch-pyproject.toml
@@ -0,0 +1,11 @@
+--- pyproject.toml.orig	2026-05-19 19:57:25 UTC
++++ pyproject.toml
+@@ -4,7 +4,7 @@ requires = [
+   # NOTE: provisioning of the in-tree build backend located under
+   # NOTE: `packaging/pep517_backend/`.
+   "expandvars",
+-  "setuptools >= 82.0.1",  # Minimum required for `version = attr:`
++  "setuptools",
+   "tomli; python_version < '3.11'",
+ ]
+ backend-path = ["packaging"]  # requires `pip >= 20` or `pep517 >= 0.6.0`