diff --git a/print/py-fonttools/Makefile b/print/py-fonttools/Makefile
index bf841e9082e0..2fd835ef3220 100644
--- a/print/py-fonttools/Makefile
+++ b/print/py-fonttools/Makefile
@@ -1,45 +1,50 @@
 # Created by: Joseph Koshy <jkoshy@FreeBSD.org>
 
 PORTNAME=	fonttools
-PORTVERSION=	4.28.5
+PORTVERSION=	4.29.0
 CATEGORIES=	print python
 MASTER_SITES=	CHEESESHOP
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Open source library for manipulating fonts, written in Python
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}ufolib2>=0:print/py-ufolib2@${PY_FLAVOR}
 
 USES=		python:3.7+ zip
 USE_PYTHON=	autoplist concurrent distutils
 
 MAKE_ENV=	FONTTOOLS_MANPATH="man"
 NO_ARCH=	yes
 
 OPTIONS_DEFINE=	GRAPHITE INTERPOLATABLE LXML PLOT SYMFONT UFO UNICODE WOFF
 OPTIONS_DEFAULT=LXML UFO UNICODE
 
 GRAPHITE_DESC=	Process graphite type tables in ttLib/tables
 INTERPOLATABLE_DESC=	Interpolatability support
 LXML_DESC=	Read/write XML files via lxml (faster/safer than built-in ElementTree)
 PLOT_DESC=	Visualize DesignSpaceDocument and resulting VariationModel
 SYMFONT_DESC=	Symbolic font statistics analysis
 UFO_DESC=	Read/write UFO fonts
 UNICODE_DESC=	Use latest Unicode Character Database
 WOFF_DESC=	Compress/uncompress WOFF webfonts
 
 GRAPHITE_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}lz4>=1.7.4.2:archivers/py-lz4@${PY_FLAVOR}
 INTERPOLATABLE_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}scipy>=0:science/py-scipy@${PY_FLAVOR}
 LXML_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}lxml>=4.0<5:devel/py-lxml@${PY_FLAVOR}
 PLOT_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}matplotlib>=0:math/py-matplotlib@${PY_FLAVOR}
 SYMFONT_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}sympy>=0:math/py-sympy@${PY_FLAVOR}
 UFO_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}fs2>=2.2.0<3:devel/py-fs2@${PY_FLAVOR}
-UNICODE_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}unicodedata2>=13.0.0.post2:devel/py-unicodedata2@${PY_FLAVOR}
 WOFF_RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}brotli>=1.0.1:archivers/py-brotli@${PY_FLAVOR} \
 			${PYTHON_PKGNAMEPREFIX}zopfli>=0.1.4:archivers/py-zopfli@${PY_FLAVOR}
 
-.include <bsd.port.mk>
+.include <bsd.port.pre.mk>
+
+.if ${PORT_OPTIONS:UNICODE} && ${PYTHON_REL} < 31100
+RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}unicodedata2>=14.0.0:devel/py-unicodedata2@${PY_FLAVOR}
+.endif
+
+.include <bsd.port.post.mk>
diff --git a/print/py-fonttools/distinfo b/print/py-fonttools/distinfo
index dc7002c3b29c..230f8fb24edb 100644
--- a/print/py-fonttools/distinfo
+++ b/print/py-fonttools/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1641045990
-SHA256 (fonttools-4.28.5.zip) = 545c05d0f7903a863c2020e07b8f0a57517f2c40d940bded77076397872d14ca
-SIZE (fonttools-4.28.5.zip) = 4849001
+TIMESTAMP = 1643382558
+SHA256 (fonttools-4.29.0.zip) = f4834250db2c9855c3385459579dbb5cdf74349ab059ea0e619359b65ae72037
+SIZE (fonttools-4.29.0.zip) = 4856463