diff --git a/devel/py-cli-helpers/Makefile b/devel/py-cli-helpers/Makefile
index 26e2153f05d2..c77ef54aa40e 100644
--- a/devel/py-cli-helpers/Makefile
+++ b/devel/py-cli-helpers/Makefile
@@ -1,34 +1,34 @@
 PORTNAME=	cli-helpers
-PORTVERSION=	2.12.0
+PORTVERSION=	2.14.0
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	cli_helpers-${PORTVERSION}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Helpers for building command-line apps
 WWW=		https://cli-helpers.readthedocs.io/en/stable/ \
 		https://github.com/dbcli/cli_helpers
 
 LICENSE=	BSD3CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}configobj>=5.0.5:devel/py-configobj@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}tabulate>=0.10.0<0.11:devel/py-tabulate@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}tabulate>=0.9.0:devel/py-tabulate@${PY_FLAVOR}
 # devel/py-tabulate[widechars]
 RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}wcwidth>=0:devel/py-wcwidth@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 OPTIONS_DEFINE=	STYLES
 OPTIONS_DEFAULT=STYLES
 STYLES_DESC=	Style formatted output/tables via Pygments
 
 STYLES_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pygments>=1.6:textproc/py-pygments@${PY_FLAVOR}
 
 .include <bsd.port.mk>
diff --git a/devel/py-cli-helpers/distinfo b/devel/py-cli-helpers/distinfo
index 7952987e834c..4fd25c8e1c00 100644
--- a/devel/py-cli-helpers/distinfo
+++ b/devel/py-cli-helpers/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1775587248
-SHA256 (cli_helpers-2.12.0.tar.gz) = 599dd10b2bdca3f50e272c3d265eefada78659f22559d2304461ee8ab400d490
-SIZE (cli_helpers-2.12.0.tar.gz) = 41412
+TIMESTAMP = 1777252604
+SHA256 (cli_helpers-2.14.0.tar.gz) = 798e0731f2f4d425767cb12a3ad966bf28b5de77a5651662061bb4a66bee8f35
+SIZE (cli_helpers-2.14.0.tar.gz) = 41640
diff --git a/devel/py-cli-helpers/files/patch-setup.py b/devel/py-cli-helpers/files/patch-setup.py
new file mode 100644
index 000000000000..f7e554cf78a1
--- /dev/null
+++ b/devel/py-cli-helpers/files/patch-setup.py
@@ -0,0 +1,11 @@
+--- setup.py.orig	2026-04-13 15:13:15 UTC
++++ setup.py
+@@ -37,7 +37,7 @@ setup(
+     long_description_content_type="text/x-rst",
+     install_requires=[
+         "configobj >= 5.0.5",
+-        "tabulate[widechars] ~= 0.10.0",
++        "tabulate[widechars] >= 0.9.0",
+     ],
+     extras_require={
+         "styles": ["Pygments >= 1.6"],