diff --git a/devel/py-pip-tools/Makefile b/devel/py-pip-tools/Makefile
index 4078bb393307..d24527273bf8 100644
--- a/devel/py-pip-tools/Makefile
+++ b/devel/py-pip-tools/Makefile
@@ -2,7 +2,7 @@
 # $FreeBSD$
 
 PORTNAME=	pip-tools
-PORTVERSION=	4.3.0
+PORTVERSION=	4.4.0
 CATEGORIES=	devel python
 MASTER_SITES=	CHEESESHOP
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
diff --git a/devel/py-pip-tools/distinfo b/devel/py-pip-tools/distinfo
index d5ef768e67e0..f558f4b4d084 100644
--- a/devel/py-pip-tools/distinfo
+++ b/devel/py-pip-tools/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1575793949
-SHA256 (pip-tools-4.3.0.tar.gz) = 06efa50b7089b2abbfcf4b47684960538af74669e801e69a557cb8a1c6ad6674
-SIZE (pip-tools-4.3.0.tar.gz) = 106130
+TIMESTAMP = 1579684144
+SHA256 (pip-tools-4.4.0.tar.gz) = 636efb9e3d3be0275a9089b5796494ba6d5fe2be37e878d3516a0ac6e64a9179
+SIZE (pip-tools-4.4.0.tar.gz) = 105094