diff --git a/www/py-requests-cache93/Makefile b/www/py-requests-cache93/Makefile
index 0349bf67e435..c2a5e82ed368 100644
--- a/www/py-requests-cache93/Makefile
+++ b/www/py-requests-cache93/Makefile
@@ -1,30 +1,30 @@
 PORTNAME=	requests-cache
 PORTVERSION=	0.9.3
-PORTREVISION=	4
+PORTREVISION=	5
 CATEGORIES=	www python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 PKGNAMESUFFIX=	93
 
 MAINTAINER=	bofh@FreeBSD.org
 COMMENT=	Transparent persistent cache for the requests library (0.9.3 branch)
 WWW=		https://github.com/requests-cache/requests-cache
 
 LICENSE=	BSD2CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}appdirs>=1.4.4<2.0.0:devel/py-appdirs@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}attrs>=21.2:devel/py-attrs@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}cattrs23>=1.8<23.3:devel/py-cattrs23@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>=2.22<3.0:www/py-requests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}url-normalize>=1.4<2.0:net/py-url-normalize@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}urllib3>=1.25.5,1<2.0.0,1:net/py-urllib3@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}urllib3>=1.25.5,1<3.0.0,1:net/py-urllib3@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent distutils
 
 NO_ARCH=	yes
 
 PORTSCOUT=	ignore:1
 
 .include <bsd.port.mk>
diff --git a/www/py-requests-cache93/files/patch-setup.py b/www/py-requests-cache93/files/patch-setup.py
index dd1300fbb408..3b1c3f06f25a 100644
--- a/www/py-requests-cache93/files/patch-setup.py
+++ b/www/py-requests-cache93/files/patch-setup.py
@@ -1,11 +1,16 @@
---- setup.py.orig	1970-01-01 00:00:00 UTC
+--- setup.py.orig	2025-10-09 14:35:58 UTC
 +++ setup.py
-@@ -12,7 +12,7 @@ package_data = \
+@@ -12,11 +12,11 @@ install_requires = \
  
  install_requires = \
  ['appdirs>=1.4.4,<2.0.0',
 - 'attrs>=21.2,<22.0',
 + 'attrs>=21.2',
   'cattrs>=1.8,<23.3',
   'requests>=2.22,<3.0',
   'url-normalize>=1.4,<2.0',
+- 'urllib3>=1.25.5,<2.0.0']
++ 'urllib3>=1.25.5,<3.0.0']
+ 
+ extras_require = \
+ {'all': ['boto3>=1.15,<2.0',