diff --git a/devel/py-orderly-set/Makefile b/devel/py-orderly-set/Makefile
index 23b70a2049bc..42fb20bd367c 100644
--- a/devel/py-orderly-set/Makefile
+++ b/devel/py-orderly-set/Makefile
@@ -1,22 +1,25 @@
 PORTNAME=	orderly-set
-DISTVERSION=	5.2.3
-PORTREVISION=	1
+DISTVERSION=	5.5.0
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	${PORTNAME:S/-/_/}-${PORTVERSION}
 
 MAINTAINER=	yuri@FreeBSD.org
 COMMENT=	Package containing multiple implementations of Ordered Set
 WWW=		https://github.com/seperman/orderly-set
 
 LICENSE=	MIT
 
+BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}flit-core>=3.2<4:devel/py-flit-core@${PY_FLAVOR}
+
 USES=		python
-USE_PYTHON=	distutils autoplist pytest # 3 errors in tests, see https://github.com/seperman/orderly-set/issues/6
+USE_PYTHON=	pep517 autoplist pytest
 
 NO_ARCH=	yes
 
 TEST_ENV=	${MAKE_ENV} PYTHONPATH=${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
 
+# tests as of 5.5.0: 1371 passed, 12 skipped in 6.52s
+
 .include <bsd.port.mk>
diff --git a/devel/py-orderly-set/distinfo b/devel/py-orderly-set/distinfo
index 4530e9ad8c3f..f7f89b0faf08 100644
--- a/devel/py-orderly-set/distinfo
+++ b/devel/py-orderly-set/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1726117227
-SHA256 (orderly_set-5.2.3.tar.gz) = 571ed97c5a5fca7ddeb6b2d26c19aca896b0ed91f334d9c109edd2f265fb3017
-SIZE (orderly_set-5.2.3.tar.gz) = 19698
+TIMESTAMP = 1778914196
+SHA256 (orderly_set-5.5.0.tar.gz) = e87185c8e4d8afa64e7f8160ee2c542a475b738bc891dc3f58102e654125e6ce
+SIZE (orderly_set-5.5.0.tar.gz) = 27414