diff --git a/www/cpr/Makefile b/www/cpr/Makefile
index 53f0d876d76e..7ac39d37dfd3 100644
--- a/www/cpr/Makefile
+++ b/www/cpr/Makefile
@@ -1,23 +1,23 @@
 PORTNAME=	cpr
-PORTVERSION=	1.8.4
+PORTVERSION=	1.9.0
 CATEGORIES=	www
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	C++ Requests: Curl for People
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 LIB_DEPENDS=	libcurl.so:ftp/curl
 
 USES=		cmake compiler:c++11-lang ssl
 
 CMAKE_OFF=	CPR_BUILD_TESTS CPR_BUILD_TESTS_SSL CPR_CURL_NOSIGNAL CPR_FORCE_DARWINSSL_BACKEND CPR_FORCE_WINSSL_BACKEND CPR_GENERATE_COVERAGE CPR_USE_SYSTEM_GTEST
 CMAKE_ON=	BUILD_SHARED_LIBS CPR_ENABLE_SSL CPR_FORCE_OPENSSL_BACKEND CPR_FORCE_USE_SYSTEM_CURL
 
 PLIST_SUB=	PORTVERSION=${PORTVERSION}
 
 USE_GITHUB=	yes
 GH_ACCOUNT=	libcpr
 
 .include <bsd.port.mk>
diff --git a/www/cpr/distinfo b/www/cpr/distinfo
index 8ef872490b01..33b6c01e14a3 100644
--- a/www/cpr/distinfo
+++ b/www/cpr/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1657198937
-SHA256 (libcpr-cpr-1.8.4_GH0.tar.gz) = 693166065c875b398353c875adcae2da4df0ea64459f000f28fb6ed141090f28
-SIZE (libcpr-cpr-1.8.4_GH0.tar.gz) = 94135
+TIMESTAMP = 1658176304
+SHA256 (libcpr-cpr-1.9.0_GH0.tar.gz) = 67023cde8979e8371f5ee7d6e586d6d0761af4a3a3a3be6270256353c9bf411f
+SIZE (libcpr-cpr-1.9.0_GH0.tar.gz) = 102426
diff --git a/www/cpr/pkg-plist b/www/cpr/pkg-plist
index ac406b54f076..bb1484caf303 100644
--- a/www/cpr/pkg-plist
+++ b/www/cpr/pkg-plist
@@ -1,42 +1,52 @@
+include/cpr/accept_encoding.h
 include/cpr/api.h
+include/cpr/async.h
 include/cpr/auth.h
 include/cpr/bearer.h
 include/cpr/body.h
+include/cpr/buffer.h
 include/cpr/callback.h
+include/cpr/cert_info.h
 include/cpr/connect_timeout.h
 include/cpr/cookies.h
 include/cpr/cpr.h
 include/cpr/cprtypes.h
 include/cpr/cprver.h
 include/cpr/curl_container.h
 include/cpr/curlholder.h
-include/cpr/digest.h
 include/cpr/error.h
+include/cpr/file.h
 include/cpr/http_version.h
+include/cpr/interceptor.h
 include/cpr/interface.h
 include/cpr/limit_rate.h
+include/cpr/local_port.h
+include/cpr/local_port_range.h
 include/cpr/low_speed.h
 include/cpr/multipart.h
-include/cpr/ntlm.h
 include/cpr/parameters.h
 include/cpr/payload.h
 include/cpr/proxies.h
 include/cpr/proxyauth.h
 include/cpr/range.h
 include/cpr/redirect.h
+include/cpr/reserve_size.h
 include/cpr/response.h
 include/cpr/session.h
+include/cpr/singleton.h
+include/cpr/ssl_ctx.h
 include/cpr/ssl_options.h
 include/cpr/status_codes.h
+include/cpr/threadpool.h
 include/cpr/timeout.h
 include/cpr/unix_socket.h
 include/cpr/user_agent.h
 include/cpr/util.h
 include/cpr/verbose.h
 lib/cmake/cpr/cprConfig.cmake
 lib/cmake/cpr/cprConfigVersion.cmake
 lib/cmake/cpr/cprTargets-%%CMAKE_BUILD_TYPE%%.cmake
 lib/cmake/cpr/cprTargets.cmake
 lib/libcpr.so
 lib/libcpr.so.1
 lib/libcpr.so.%%PORTVERSION%%