diff --git a/security/lego/Makefile b/security/lego/Makefile
index 6c7b08f07b91..b55f02eb0aa1 100644
--- a/security/lego/Makefile
+++ b/security/lego/Makefile
@@ -1,43 +1,43 @@
 PORTNAME=	lego
 DISTVERSIONPREFIX=	v
-DISTVERSION=	5.4.1
+DISTVERSION=	5.5.1
 CATEGORIES=	security
 
 MAINTAINER=	matt@matthoran.com
 COMMENT=	Let's Encrypt client and ACME library written in Go
 WWW=		https://github.com/go-acme/lego
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	${LOCALBASE}/share/certs/ca-root-nss.crt:security/ca_root_nss
 
 USES=		go:modules
 GO_MODULE=	github.com/go-acme/lego/v5
 GO_LDFLAGS=	-X main.version=${DISTVERSION}
 
 SAMPLE_FILES=	deploy.sh.sample lego.sh.sample lego.yml.sample
 SUB_FILES=	${SAMPLE_FILES} 604.lego pkg-message
 SUB_LIST=	LEGO_USER=${LEGO_USER} \
 		PORTNAME=${PORTNAME}
 
 LEGO_USER?=	_lego
 .if ${LEGO_USER} == _lego
 USERS=		${LEGO_USER}
 GROUPS=		${LEGO_USER}
 .endif
 GROUPS+=	www
 PLIST_SUB=	LEGO_USER=${LEGO_USER}
 
 PERIODIC_DIRS=	etc/periodic/weekly
 PERIODIC_FILES=	604.lego
 
 post-install:
 	${MKDIR} ${STAGEDIR}${PREFIX}/${PERIODIC_DIRS} \
 		 ${STAGEDIR}${PREFIX}/etc/ssl/lego \
 		 ${STAGEDIR}${ETCDIR} \
 		 ${STAGEDIR}${WWWDIR}
 	${INSTALL_SCRIPT} ${WRKDIR}/${PERIODIC_FILES} ${STAGEDIR}${PREFIX}/${PERIODIC_DIRS}
 	${INSTALL_SCRIPT} ${SAMPLE_FILES:C|^|${WRKDIR}/|} ${STAGEDIR}${ETCDIR}
 
 .include <bsd.port.mk>
diff --git a/security/lego/distinfo b/security/lego/distinfo
index b458cbc5af5c..52d83eb2b8f5 100644
--- a/security/lego/distinfo
+++ b/security/lego/distinfo
@@ -1,5 +1,5 @@
-TIMESTAMP = 1788612805
-SHA256 (go/security_lego/lego-v5.4.1/v5.4.1.mod) = 9db71f315f2300b92d5df3eacba93cc6e1b17d4cbd091ea66e2b3029fb6b81a5
-SIZE (go/security_lego/lego-v5.4.1/v5.4.1.mod) = 10510
-SHA256 (go/security_lego/lego-v5.4.1/v5.4.1.zip) = 4a01287d770dcbffc576a26e7567910770da8f142103c9902c91249ca374c3bc
-SIZE (go/security_lego/lego-v5.4.1/v5.4.1.zip) = 2459333
+TIMESTAMP = 1789779155
+SHA256 (go/security_lego/lego-v5.5.1/v5.5.1.mod) = 78a350484b49906be12120d2b1b5ac6ab1b7f00a95b70b53c01aa6e63326f75e
+SIZE (go/security_lego/lego-v5.5.1/v5.5.1.mod) = 10624
+SHA256 (go/security_lego/lego-v5.5.1/v5.5.1.zip) = 10f8e49ca50c795a3df62dd2e8dfb795d932c89062c73004fb496351273b8852
+SIZE (go/security_lego/lego-v5.5.1/v5.5.1.zip) = 2504115