diff --git a/misc/py-openai/Makefile b/misc/py-openai/Makefile
index 333b255f3a1f..aae0251f5e87 100644
--- a/misc/py-openai/Makefile
+++ b/misc/py-openai/Makefile
@@ -1,46 +1,47 @@
 PORTNAME=	openai
-DISTVERSION=	1.38.0
+DISTVERSION=	1.42.0
 CATEGORIES=	misc # machine-learning
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	yuri@FreeBSD.org
 COMMENT=	Python client library for the OpenAI API
 WWW=		https://github.com/openai/openai-python
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PY_SETUPTOOLS} \
 		${PYTHON_PKGNAMEPREFIX}hatch-fancy-pypi-readme>=0:devel/py-hatch-fancy-pypi-readme@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}hatchling>0:devel/py-hatchling@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>0:devel/py-wheel@${PY_FLAVOR}
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}anyio>=3.5.0:devel/py-anyio@${PY_FLAVOR} \
+RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}anyio>=3.5.0<5:devel/py-anyio@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}distro>=1.7.0<2.0.0:sysutils/py-distro@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}httpx>=0.23.0<1:www/py-httpx@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pydantic2>=1.9.0<3:devel/py-pydantic2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}sniffio>0:devel/py-sniffio@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}tqdm>4:misc/py-tqdm@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}typing-extensions>=4.7:devel/py-typing-extensions@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}typing-extensions>=4.11<5:devel/py-typing-extensions@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}jiter>=0.4.0<1:textproc/py-jiter@${PY_FLAVOR}
 RUN_DEPENDS+=	${PYNUMPY} \
 		${PYTHON_PKGNAMEPREFIX}pandas>=1.2.3:math/py-pandas@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}azure-identity>0:devel/py-azure-identity@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}dirty-equals>=0.6.0:devel/py-dirty-equals@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}importlib-metadata>=6.7.0:devel/py-importlib-metadata@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mypy>0:devel/py-mypy@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pyright>=1.1.359:devel/py-pyright@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-asyncio>0:devel/py-pytest-asyncio@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}respx>0:www/py-respx@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}rich>=13.7.1:textproc/py-rich@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}ruff>0:devel/py-ruff@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}time-machine>=0:devel/py-time-machine@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}trio>=0.22.2:net/py-trio@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	pep517 concurrent autoplist pytest # tests fail because api_key needs to be set
 
 TEST_ENV=	${MAKE_ENV} PYTHONPATH=${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/misc/py-openai/distinfo b/misc/py-openai/distinfo
index b51cd8160c6d..b3064e204015 100644
--- a/misc/py-openai/distinfo
+++ b/misc/py-openai/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1722665443
-SHA256 (openai-1.38.0.tar.gz) = 30fb324bf452ecb1194ca7dbc64566a4d7aa054c6a5da857937ede7d517a220b
-SIZE (openai-1.38.0.tar.gz) = 257665
+TIMESTAMP = 1724292790
+SHA256 (openai-1.42.0.tar.gz) = c9d31853b4e0bc2dc8bd08003b462a006035655a701471695d0bfdc08529cde3
+SIZE (openai-1.42.0.tar.gz) = 290549