diff --git a/www/buku/Makefile b/www/buku/Makefile
index bd8b5c36bdfa..40682e095937 100644
--- a/www/buku/Makefile
+++ b/www/buku/Makefile
@@ -1,60 +1,60 @@
 PORTNAME=	buku
-PORTVERSION=	4.9
+PORTVERSION=	5.0
 DISTVERSIONPREFIX=	v
 CATEGORIES=	www python
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Powerful command-line bookmark manager
 WWW=		https://github.com/jarun/buku
 
 LICENSE=	GPLv3
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}beautifulsoup>=4.4.1:www/py-beautifulsoup@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}certifi>=0:security/py-certifi@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}html5lib>=1.0.1:www/py-html5lib@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}sqlite3>=0:databases/py-sqlite3@${PY_FLAVOR} \
-		${PYTHON_PKGNAMEPREFIX}urllib3>=1.23,1<2,1:net/py-urllib3@${PY_FLAVOR}
+		${PYTHON_PKGNAMEPREFIX}urllib3>=1.23,1<3,1:net/py-urllib3@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist cryptography noflavors pep517
 
 NO_ARCH=	yes
 
 PLIST_FILES=	share/man/man1/buku.1.gz
 
 USE_GITHUB=	yes
 GH_ACCOUNT=	jarun
 
 OPTIONS_MULTI=	COMPLETION
 OPTIONS_MULTI_COMPLETION=	BASH FISH ZSH
 OPTIONS_DEFAULT=BASH FISH ZSH
 BASH_DESC=	Install bash completion
 FISH_DESC=	Install fish completion
 ZSH_DESC=	Install zsh completion
 
 BASH_PLIST_FILES=	etc/bash_completion.d/buku-completion.bash
 FISH_PLIST_FILES=	share/fish/completions/buku.fish
 ZSH_PLIST_FILES=	share/zsh/site-functions/_buku
 
 post-extract:
 	@${RM} -r ${WRKSRC}/bukuserver
 
 post-install:
 	${INSTALL_MAN} ${WRKSRC}/buku.1 ${STAGEDIR}${PREFIX}/share/man/man1
 
 post-install-BASH-on:
 	${MKDIR} ${STAGEDIR}${PREFIX}/etc/bash_completion.d
 	${INSTALL_DATA} ${WRKSRC}/auto-completion/bash/buku-completion.bash ${STAGEDIR}${PREFIX}/etc/bash_completion.d/buku-completion.bash
 
 post-install-FISH-on:
 	${MKDIR} ${STAGEDIR}${PREFIX}/share/fish/completions
 	${INSTALL_DATA} ${WRKSRC}/auto-completion/fish/buku.fish ${STAGEDIR}${PREFIX}/share/fish/completions/buku.fish
 
 post-install-ZSH-on:
 	${MKDIR} ${STAGEDIR}${PREFIX}/share/zsh/site-functions
 	${INSTALL_DATA} ${WRKSRC}/auto-completion/zsh/_buku ${STAGEDIR}${PREFIX}/share/zsh/site-functions/_buku
 
 .include <bsd.port.mk>
diff --git a/www/buku/distinfo b/www/buku/distinfo
index 38fe044393aa..2720a69a8e53 100644
--- a/www/buku/distinfo
+++ b/www/buku/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1712580506
-SHA256 (jarun-buku-v4.9_GH0.tar.gz) = 1e432270ae78c7852110dcf2c2e215893bcc338299a4998f14a1f6b26e37bfac
-SIZE (jarun-buku-v4.9_GH0.tar.gz) = 615794
+TIMESTAMP = 1745936044
+SHA256 (jarun-buku-v5.0_GH0.tar.gz) = 87e226b0062a17cb10bf02a6cefea08e859d74985e373b76496150ecda92d73e
+SIZE (jarun-buku-v5.0_GH0.tar.gz) = 662828