diff --git a/www/radicale/Makefile b/www/radicale/Makefile
index 17ce89d704ac..4dbedc9aec2d 100644
--- a/www/radicale/Makefile
+++ b/www/radicale/Makefile
@@ -1,50 +1,48 @@
 PORTNAME=	radicale
-PORTVERSION=	3.1.8
-PORTREVISION=	2
+PORTVERSION=	3.1.9
 CATEGORIES=	www python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 DISTNAME=	Radicale-${PORTVERSION}
 
 MAINTAINER=	decke@FreeBSD.org
 COMMENT=	Python based CalDAV/CardDAV server
 WWW=		https://radicale.org/
 
 LICENSE=	GPLv3+
 LICENSE_FILE=	${WRKSRC}/COPYING.md
 
 BUILD_DEPENDS=	${PY_SETUPTOOLS}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}bcrypt>=0:security/py-bcrypt@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}passlib>=0:security/py-passlib@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}vobject>=0.9.6:deskutils/py-vobject@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}python-dateutil>=2.7.3:devel/py-python-dateutil@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}defusedxml>0:devel/py-defusedxml@${PY_FLAVOR}
 
-USES=		cpe python shebangfix
+USES=		cpe python
 USE_PYTHON=	autoplist distutils
 USERS=		radicale
 GROUPS=		radicale
 USE_RC_SUBR=	radicale
 NO_ARCH=	yes
-SHEBANG_FILES=	radicale.wsgi
 
 SUB_LIST=	USERS="${USERS}" GROUPS="${GROUPS}" PYTHON_CMD="${PYTHON_CMD}"
 
 post-patch:
 	@${REINPLACE_CMD} 's,/etc/radicale,${ETCDIR},g' \
 		${WRKSRC}/config \
 		${WRKSRC}/radicale/config.py
 	@${REINPLACE_CMD} 's,/etc/ssl,${ETCDIR},g' \
 		${WRKSRC}/config \
 		${WRKSRC}/radicale/config.py
 	@${REINPLACE_CMD} 's,/var/lib/radicale,${DATADIR},g' \
 		${WRKSRC}/config \
 		${WRKSRC}/radicale/config.py
 
 post-install:
 	@${MKDIR} ${STAGEDIR}/${ETCDIR} ${STAGEDIR}/${DATADIR} ${STAGEDIR}/${WWWDIR}
 	${INSTALL_DATA} ${WRKSRC}/config ${STAGEDIR}/${ETCDIR}/config.sample
 	${INSTALL_DATA} ${WRKSRC}/rights ${STAGEDIR}/${ETCDIR}/rights.sample
 	${INSTALL_SCRIPT} ${WRKSRC}/radicale.wsgi ${STAGEDIR}${WWWDIR}/radicale.wsgi
 
 .include <bsd.port.mk>
diff --git a/www/radicale/distinfo b/www/radicale/distinfo
index f84f82198702..735843cd9b3d 100644
--- a/www/radicale/distinfo
+++ b/www/radicale/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1658826001
-SHA256 (Radicale-3.1.8.tar.gz) = 556a5b6dad428d9d0e2e879cfd84afe8d5987e04ae9d57b3015073f01664e484
-SIZE (Radicale-3.1.8.tar.gz) = 113385
+TIMESTAMP = 1711764587
+SHA256 (Radicale-3.1.9.tar.gz) = 3ad32467989364e13463b329b2e963f3ddd7c40e43f31f1e6906409baf6818e9
+SIZE (Radicale-3.1.9.tar.gz) = 116881
diff --git a/www/radicale/files/patch-radicale_item_filter.py b/www/radicale/files/patch-radicale_item_filter.py
deleted file mode 100644
index a6a5e5cc1ae2..000000000000
--- a/www/radicale/files/patch-radicale_item_filter.py
+++ /dev/null
@@ -1,25 +0,0 @@
---- radicale/item/filter.py.orig	2022-07-14 20:36:41 UTC
-+++ radicale/item/filter.py
-@@ -225,6 +225,7 @@ def visit_time_ranges(vobject_item: vobject.base.Compo
-     def get_children(components: Iterable[vobject.base.Component]) -> Iterator[
-                          Tuple[vobject.base.Component, bool, List[date]]]:
-         main = None
-+        rec_main = None
-         recurrences = []
-         for comp in components:
-             if hasattr(comp, "recurrence_id") and comp.recurrence_id.value:
-@@ -232,11 +233,14 @@ def visit_time_ranges(vobject_item: vobject.base.Compo
-                 if comp.rruleset:
-                     # Prevent possible infinite loop
-                     raise ValueError("Overwritten recurrence with RRULESET")
-+                rec_main = comp
-                 yield comp, True, []
-             else:
-                 if main is not None:
-                     raise ValueError("Multiple main components")
-                 main = comp
-+        if main is None and len(recurrences) == 1:
-+            main = rec_main
-         if main is None:
-             raise ValueError("Main component missing")
-         yield main, False, recurrences
diff --git a/www/radicale/pkg-descr b/www/radicale/pkg-descr
index ff705957e883..bde50167f9f5 100644
--- a/www/radicale/pkg-descr
+++ b/www/radicale/pkg-descr
@@ -1,14 +1,12 @@
 Radicale is a small but powerful CalDAV (calendars, todo-lists) and CardDAV
 (contacts) server, that:
 
-    Shares calendars through CalDAV, WebDAV and HTTP.
-    Shares contacts through CardDAV, WebDAV and HTTP.
-    Supports events, todos, journal entries and business cards.
-    Works out-of-the-box, no installation nor configuration required.
-    Can warn users on concurrent editing.
-    Can limit access by authentication.
-    Can secure connections.
-    Works with many CalDAV and CardDAV clients.
-    Is GPLv3-licensed free software.
-
-See also: https://github.com/Kozea/Radicale
+* Shares calendars and contact lists through CalDAV, CardDAV and HTTP.
+* Supports events, todos, journal entries and business cards.
+* Works out-of-the-box, no complicated setup or configuration required.
+* Can limit access by authentication.
+* Can secure connections with TLS.
+* Works with many CalDAV and CardDAV clients
+* Stores all data on the file system in a simple folder structure.
+* Can be extended with plugins.
+* Is GPLv3-licensed free software.