diff --git a/misc/py-langchain-openai/Makefile b/misc/py-langchain-openai/Makefile
index fd7fc2a0fcc9..37fa296b09c3 100644
--- a/misc/py-langchain-openai/Makefile
+++ b/misc/py-langchain-openai/Makefile
@@ -1,42 +1,44 @@
 PORTNAME=	langchain-openai
-DISTVERSION=	1.3.5
+DISTVERSION=	1.4.1
 CATEGORIES=	misc python # machine-learning
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	${PORTNAME:S/-/_/}-${PORTVERSION}
 
 MAINTAINER=	yuri@FreeBSD.org
 COMMENT=	LangChain: Integration package connecting OpenAI and LangChain
 WWW=		https://python.langchain.com/docs/introduction/ \
 		https://github.com/langchain-ai/langchain
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}hatchling>0:devel/py-hatchling@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>0:devel/py-wheel@${PY_FLAVOR}
-RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}langchain-core>=1.4.9:misc/py-langchain-core@${PY_FLAVOR} \
+RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}langchain-core>=1.5.1:misc/py-langchain-core@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}openai>=2.45.0:misc/py-openai@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}tiktoken>=0.7.0:textproc/py-tiktoken@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}freezegun>=1.2.2:devel/py-freezegun@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}langchain>=1.0.0:misc/py-langchain@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}langchain-tests>=1.1.9:misc/py-langchain-tests@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}numpy>=1.26.4:math/py-numpy@${PY_FLAVOR} \
+		${PYTHON_PKGNAMEPREFIX}pytest>=9.0.3:devel/py-pytest@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-asyncio>=1.3.0:devel/py-pytest-asyncio@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-cov>=4.1.0:devel/py-pytest-cov@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-mock>=3.10.0:devel/py-pytest-mock@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-retry>=1.7.0:devel/py-pytest-retry@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-socket>=0.6.0:devel/py-pytest-socket@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-watcher>=0.3.4:devel/py-pytest-watcher@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-xdist>=3.6.1:devel/py-pytest-xdist@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}syrupy>=5.0.0:devel/py-syrupy@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}vcrpy>=8.0.0:devel/py-vcrpy@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	pep517 autoplist pytest
 
 NO_ARCH=	yes
 
-# tests as of 1.3.5: 318 failed, 927 passed, 39 skipped, 4 xfailed, 5 xpassed, 173 errors, 15 rerun, 350 warnings in 339.07s
+# tests as of 1.4.1: 306 failed, 628 passed, 39 skipped, 4 xfailed, 5 xpassed, 23 warnings, 173 errors in 102.76s
+# Failures and errors are integration tests that require an OPENAI_API_KEY / network access and are expected in a sandboxed environment. Unit tests pass.
 
 .include <bsd.port.mk>
diff --git a/misc/py-langchain-openai/distinfo b/misc/py-langchain-openai/distinfo
index 1ef4ca5914d5..01137ef395fa 100644
--- a/misc/py-langchain-openai/distinfo
+++ b/misc/py-langchain-openai/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1784498601
-SHA256 (langchain_openai-1.3.5.tar.gz) = c1db2256a42ac46e8e7b0564c5ccb478b9f58dc047a58935da33c82e6e1f9a07
-SIZE (langchain_openai-1.3.5.tar.gz) = 3261548
+TIMESTAMP = 1785187630
+SHA256 (langchain_openai-1.4.1.tar.gz) = 6d16be615d997db80294731b8e768783f1fb8e0313668e64acd50cd68acbad20
+SIZE (langchain_openai-1.4.1.tar.gz) = 3262416