diff --git a/sysutils/rubygem-chef-config/Makefile b/sysutils/rubygem-chef-config/Makefile
index 9c10de7e83c3..8bf7150e3519 100644
--- a/sysutils/rubygem-chef-config/Makefile
+++ b/sysutils/rubygem-chef-config/Makefile
@@ -1,24 +1,25 @@
 PORTNAME=	chef-config
-PORTVERSION=	18.9.4
+PORTVERSION=	19.1.164
 CATEGORIES=	sysutils rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Default configuration and config loading library for Chef
 WWW=		https://github.com/chef/chef/tree/main/chef-config
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	rubygem-addressable>=0:www/rubygem-addressable \
 		rubygem-chef-utils>=${PORTVERSION}<${PORTVERSION}_99:sysutils/rubygem-chef-utils \
 		rubygem-fuzzyurl>=0:www/rubygem-fuzzyurl \
 		rubygem-mixlib-config>=2.2.12<4.0:devel/rubygem-mixlib-config \
 		rubygem-mixlib-shellout>=2.0<4.0:devel/rubygem-mixlib-shellout \
-		rubygem-tomlrb1>=1.2<2:textproc/rubygem-tomlrb1
+		rubygem-racc>=0:devel/rubygem-racc \
+		rubygem-tomlrb>=1.2<3:textproc/rubygem-tomlrb
 
 USES=		gem
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/sysutils/rubygem-chef-config/distinfo b/sysutils/rubygem-chef-config/distinfo
index 1d03e3b37578..b54ea465d69b 100644
--- a/sysutils/rubygem-chef-config/distinfo
+++ b/sysutils/rubygem-chef-config/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1768626723
-SHA256 (rubygem/chef-config-18.9.4.gem) = 684f8166752e3b8a1e5e2ae10e917345e0affc7ac9505b761808a3744eec8ff4
-SIZE (rubygem/chef-config-18.9.4.gem) = 52736
+TIMESTAMP = 1771421988
+SHA256 (rubygem/chef-config-19.1.164.gem) = 375ecafbf6468b9acf1c91be2da218ac14c0b8570330b847e6aab3edc1970f5f
+SIZE (rubygem/chef-config-19.1.164.gem) = 55296
diff --git a/sysutils/rubygem-chef-config/files/patch-gemspec b/sysutils/rubygem-chef-config/files/patch-gemspec
new file mode 100644
index 000000000000..2b8d9785acd5
--- /dev/null
+++ b/sysutils/rubygem-chef-config/files/patch-gemspec
@@ -0,0 +1,11 @@
+--- chef-config.gemspec.orig	2026-02-19 07:13:21 UTC
++++ chef-config.gemspec
+@@ -25,7 +25,7 @@ Gem::Specification.new do |s|
+   s.add_runtime_dependency(%q<mixlib-config>.freeze, [">= 2.2.12".freeze, "< 4.0".freeze])
+   s.add_runtime_dependency(%q<fuzzyurl>.freeze, [">= 0".freeze])
+   s.add_runtime_dependency(%q<addressable>.freeze, [">= 0".freeze])
+-  s.add_runtime_dependency(%q<tomlrb>.freeze, ["~> 1.2".freeze])
++  s.add_runtime_dependency(%q<tomlrb>.freeze, [">= 1.2".freeze, "< 3".freeze])
+   s.add_runtime_dependency(%q<racc>.freeze, [">= 0".freeze])
+ end
+