diff --git a/devel/py-awscli/Makefile b/devel/py-awscli/Makefile
index 18a29c8ccaf7..fa17d1f5f5c5 100644
--- a/devel/py-awscli/Makefile
+++ b/devel/py-awscli/Makefile
@@ -1,27 +1,27 @@
 PORTNAME=	awscli
-PORTVERSION=	1.27.16
+PORTVERSION=	1.27.50
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	otis@FreeBSD.org
 COMMENT=	Universal Command Line Interface for Amazon Web Services
 WWW=		https://aws.amazon.com/cli/
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE.txt
 
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}botocore>=1.21.61:devel/py-botocore@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}colorama>=0.2.5:devel/py-colorama@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}docutils>=0.10:textproc/py-docutils@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}rsa>=3.1.2:security/py-rsa@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}s3transfer>=0.5.0:net/py-s3transfer@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}yaml>=3.10:devel/py-yaml@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist distutils
 
 NO_ARCH=	yes
 SUB_FILES=	pkg-message
 
 .include <bsd.port.mk>
diff --git a/devel/py-awscli/distinfo b/devel/py-awscli/distinfo
index 71bce71799db..7de46175767a 100644
--- a/devel/py-awscli/distinfo
+++ b/devel/py-awscli/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1669560906
-SHA256 (awscli-1.27.16.tar.gz) = d7b6bd887fdc62f920d6e7cc80ca4e5b4047a49f8abddb815e85f3efb0bdfd0e
-SIZE (awscli-1.27.16.tar.gz) = 1608239
+TIMESTAMP = 1673812190
+SHA256 (awscli-1.27.50.tar.gz) = d13c112b34f0b4c8740fa0bfd5eca482698ae586f989e281b0c69859c54f4ef3
+SIZE (awscli-1.27.50.tar.gz) = 1625449