diff --git a/devel/py-grpcio/Makefile b/devel/py-grpcio/Makefile
index f530e63b10bd..d520cc2faba8 100644
--- a/devel/py-grpcio/Makefile
+++ b/devel/py-grpcio/Makefile
@@ -1,29 +1,29 @@
 # Created by: vanilla@
 
 PORTNAME=	grpcio
-PORTVERSION=	1.41.1
+PORTVERSION=	1.42.0
 CATEGORIES=	devel python
 MASTER_SITES=	CHEESESHOP
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	vanilla@FreeBSD.org
 COMMENT=	HTTP/2-based RPC framework
 
 LICENSE=	APACHE20
 
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}six>1:devel/py-six@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}protobuf>=3:devel/py-protobuf@${PY_FLAVOR}
+RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}protobuf>=3:devel/py-protobuf@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}six>1:devel/py-six@${PY_FLAVOR}
 LIB_DEPENDS=	libcares.so:dns/c-ares
 
 USES=		compiler:c++11-lib localbase:ldflags python:3.6+ ssl
 USE_PYTHON=	autoplist distutils
-MAKE_ENV+=	GRPC_PYTHON_BUILD_SYSTEM_OPENSSL=true \
-		GRPC_PYTHON_BUILD_SYSTEM_ZLIB=true \
-		GRPC_PYTHON_BUILD_SYSTEM_CARES=true
+MAKE_ENV+=	GRPC_PYTHON_BUILD_SYSTEM_CARES=true \
+		GRPC_PYTHON_BUILD_SYSTEM_OPENSSL=true \
+		GRPC_PYTHON_BUILD_SYSTEM_ZLIB=true
 LDFLAGS+=	-lcares
 
 post-install:
 	${STRIP_CMD} ${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}/grpc/_cython/cygrpc*.so
 	${REINPLACE_CMD} -e 's|${PYTHONPREFIX_SITELIBDIR}/\(.*\)/grpcio/grpc/_cython/cygrpc${PYTHON_EXT_SUFFIX}.so|${PYTHONPREFIX_SITELIBDIR}/grpc/_cython/cygrpc${PYTHON_EXT_SUFFIX}.so|g' ${_PYTHONPKGLIST}
 
 .include <bsd.port.mk>
diff --git a/devel/py-grpcio/distinfo b/devel/py-grpcio/distinfo
index 7fcb34223cec..2758f4970cfa 100644
--- a/devel/py-grpcio/distinfo
+++ b/devel/py-grpcio/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1635679230
-SHA256 (grpcio-1.41.1.tar.gz) = 9b751271b029432a526a4970dc9b70d93eb6f0963b6a841b574f780b72651969
-SIZE (grpcio-1.41.1.tar.gz) = 21241107
+TIMESTAMP = 1637390018
+SHA256 (grpcio-1.42.0.tar.gz) = 4a8f2c7490fe3696e0cdd566e2f099fb91b51bc75446125175c55581c2f7bc11
+SIZE (grpcio-1.42.0.tar.gz) = 21299141