diff --git a/print/py-pypdf/Makefile b/print/py-pypdf/Makefile
index 7ddac2084261..95f44078acb9 100644
--- a/print/py-pypdf/Makefile
+++ b/print/py-pypdf/Makefile
@@ -1,22 +1,22 @@
 PORTNAME=	pypdf
-PORTVERSION=	4.3.1
+PORTVERSION=	5.0.0
 CATEGORIES=	print python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	wen@FreeBSD.org
 COMMENT=	Pure-Python PDF toolkit
 WWW=		https://github.com/py-pdf/pypdf
 
 LICENSE=	BSD3CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}flit-core>2:devel/py-flit-core@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}typing-extensions>=0:devel/py-typing-extensions@${PY_FLAVOR}
 
 USES=		dos2unix python
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/print/py-pypdf/distinfo b/print/py-pypdf/distinfo
index d304ba72ebce..ca7001b4c4e8 100644
--- a/print/py-pypdf/distinfo
+++ b/print/py-pypdf/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1721897249
-SHA256 (pypdf-4.3.1.tar.gz) = b2f37fe9a3030aa97ca86067a56ba3f9d3565f9a791b305c7355d8392c30d91b
-SIZE (pypdf-4.3.1.tar.gz) = 293266
+TIMESTAMP = 1726645035
+SHA256 (pypdf-5.0.0.tar.gz) = 5c536ec0f7af8e2f80eb32806964652a562b9abc5477b3c195e2b842725ce55b
+SIZE (pypdf-5.0.0.tar.gz) = 291148