diff --git a/devel/ipython/Makefile b/devel/ipython/Makefile
index 0a6b2a5b6b6d..81a8bb067fcb 100644
--- a/devel/ipython/Makefile
+++ b/devel/ipython/Makefile
@@ -1,52 +1,52 @@
 PORTNAME=	ipython
-PORTVERSION=	8.15.0
+PORTVERSION=	8.16.0
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	python@FreeBSD.org
 COMMENT=	Enhanced Interactive Python shell
 WWW=		https://ipython.org/
 
 LICENSE=	BSD3CLAUSE
 LICENSE_FILE=	${WRKSRC}/COPYING.rst
 
 BUILD_DEPENDS=	${PY_SETUPTOOLS} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}backcall>=0:devel/py-backcall@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}decorator>=0:devel/py-decorator@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}jedi>=0.16:devel/py-jedi@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pexpect>=4.3:misc/py-pexpect@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pickleshare>=0:databases/py-pickleshare@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}prompt-toolkit>=3.0.30<3.1.0:devel/py-prompt-toolkit@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pygments>=2.4.0:textproc/py-pygments@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}sqlite3>=2:databases/py-sqlite3@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}stack-data>0:devel/py-stack-data@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}traitlets>=5:devel/py-traitlets@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}matplotlib-inline>0:math/py-matplotlib-inline@${PY_FLAVOR}
 
 USES=		cpe python:3.9+
 USE_PYTHON=	autoplist concurrent pep517
 
 CONFLICTS_INSTALL=	py*-ipython5
 
 NO_ARCH=	yes
 
 PORTEXAMPLES=	*
 
 OPTIONS_DEFINE=	EXAMPLES
 
 .include <bsd.port.pre.mk>
 
 .if ${PYTHON_REL} < 31000
 RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}typing-extensions>=0:devel/py-typing-extensions@${PY_FLAVOR}
 .endif
 
 .if ${PYTHON_REL} < 31100
 RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}exceptiongroup>=0:devel/py-exceptiongroup@${PY_FLAVOR}
 .endif
 
 post-install-EXAMPLES-on:
 	cd ${WRKSRC}/examples && ${COPYTREE_SHARE} . ${STAGEDIR}${EXAMPLESDIR}
 
 .include <bsd.port.post.mk>
diff --git a/devel/ipython/distinfo b/devel/ipython/distinfo
index 2752a78606ac..0e460e120a5f 100644
--- a/devel/ipython/distinfo
+++ b/devel/ipython/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1693824055
-SHA256 (ipython-8.15.0.tar.gz) = 2baeb5be6949eeebf532150f81746f8333e2ccce02de1c7eedde3f23ed5e9f1e
-SIZE (ipython-8.15.0.tar.gz) = 5482758
+TIMESTAMP = 1696048490
+SHA256 (ipython-8.16.0.tar.gz) = 7a1b2e1e6a3ec5baa466163c451335081f31859883889ff0289c6b21f7a095e2
+SIZE (ipython-8.16.0.tar.gz) = 5484881