diff --git a/print/qpdf/Makefile b/print/qpdf/Makefile
index 55a75be7063e..ce1ee4364c7b 100644
--- a/print/qpdf/Makefile
+++ b/print/qpdf/Makefile
@@ -1,24 +1,24 @@
 # Created by: Dmitry Kazarov <d.y.kazarov@mail.ru>
 
 PORTNAME=	qpdf
-DISTVERSION=	10.3.2
+DISTVERSION=	10.5.0
 CATEGORIES=	print
 MASTER_SITES=	SF
 
 MAINTAINER=	wen@FreeBSD.org
 COMMENT=	Command-line tools for transforming and inspecting PDF documents
 
 LICENSE=	ART20 APACHE20
 LICENSE_COMB=	dual
 LICENSE_FILE_ART20=	${WRKSRC}/Artistic-2.0
 LICENSE_FILE_APACHE20=	${WRKSRC}/LICENSE.txt
 
 USES=		compiler:c++11-lang cpe gmake jpeg libtool localbase
 GNU_CONFIGURE=	yes
 CONFIGURE_ARGS=	--disable-static
 USE_LDCONFIG=	yes
 CPE_VENDOR=	qpdf_project
 
 OPTIONS_DEFINE=	DOCS
 
 .include <bsd.port.mk>
diff --git a/print/qpdf/distinfo b/print/qpdf/distinfo
index 1c9c28c3af1d..1c4b68fcfabb 100644
--- a/print/qpdf/distinfo
+++ b/print/qpdf/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1621216672
-SHA256 (qpdf-10.3.2.tar.gz) = 062808c40ef8741ec8160ae00168638a712cfa1d4bf673e8e595ab5eba1da947
-SIZE (qpdf-10.3.2.tar.gz) = 18943834
+TIMESTAMP = 1640331222
+SHA256 (qpdf-10.5.0.tar.gz) = 88257d36a44fd5c50b2879488324dd9cafc11686ae49d8c4922a4872203ce006
+SIZE (qpdf-10.5.0.tar.gz) = 18362586
diff --git a/print/qpdf/files/patch-make_libtool.mk b/print/qpdf/files/patch-make_libtool.mk
index bc7406275402..329785d0e598 100644
--- a/print/qpdf/files/patch-make_libtool.mk
+++ b/print/qpdf/files/patch-make_libtool.mk
@@ -1,30 +1,25 @@
---- make/libtool.mk.orig	2019-09-03 07:26:46 UTC
+--- make/libtool.mk.orig	2021-12-24 07:35:47 UTC
 +++ make/libtool.mk
 @@ -1,7 +1,7 @@
  # --- Required interface definitions ---
  
 -# LIBTOOL needs bash
 -SHELL=/bin/bash
 +# LIBTOOL needs sh
 +SHELL=/bin/sh
  
  OBJ=o
  LOBJ=lo
-@@ -112,14 +112,14 @@ install: all
- 	./mkinstalldirs -m 0755 $(DESTDIR)$(includedir)/qpdf
+@@ -128,10 +128,10 @@ install: all install-libs
+ 	./mkinstalldirs -m 0755 $(DESTDIR)$(bindir)
  	./mkinstalldirs -m 0755 $(DESTDIR)$(docdir)
  	./mkinstalldirs -m 0755 $(DESTDIR)$(mandir)/man1
 -	$(LIBTOOL) --mode=install ./install-sh \
-+	$(LIBTOOL) --mode=install ./install-sh -s \
- 		libqpdf/$(OUTPUT_DIR)/libqpdf.la \
- 		$(DESTDIR)$(libdir)/libqpdf.la
- 	$(LIBTOOL) --finish $(DESTDIR)$(libdir)
--	$(LIBTOOL) --mode=install ./install-sh \
 +	$(LIBTOOL) --mode=install ./install-sh -s \
  		qpdf/$(OUTPUT_DIR)/qpdf \
  		$(DESTDIR)$(bindir)/qpdf
 -	$(LIBTOOL) --mode=install ./install-sh \
 +	$(LIBTOOL) --mode=install ./install-sh -s \
  		zlib-flate/$(OUTPUT_DIR)/zlib-flate \
  		$(DESTDIR)$(bindir)/zlib-flate
- 	./install-sh -m 0755 qpdf/fix-qdf $(DESTDIR)$(bindir)
+ 	$(LIBTOOL) --mode=install ./install-sh \
diff --git a/print/qpdf/pkg-plist b/print/qpdf/pkg-plist
index 17e07aa561c4..ed5b9ffff5de 100644
--- a/print/qpdf/pkg-plist
+++ b/print/qpdf/pkg-plist
@@ -1,66 +1,64 @@
 bin/fix-qdf
 bin/qpdf
 bin/zlib-flate
 include/qpdf/Buffer.hh
 include/qpdf/BufferInputSource.hh
 include/qpdf/ClosedFileInputSource.hh
 include/qpdf/Constants.h
 include/qpdf/DLL.h
 include/qpdf/FileInputSource.hh
 include/qpdf/InputSource.hh
 include/qpdf/JSON.hh
 include/qpdf/Pipeline.hh
 include/qpdf/Pl_Buffer.hh
 include/qpdf/Pl_Concatenate.hh
 include/qpdf/Pl_Count.hh
 include/qpdf/Pl_DCT.hh
 include/qpdf/Pl_Discard.hh
 include/qpdf/Pl_Flate.hh
 include/qpdf/Pl_QPDFTokenizer.hh
 include/qpdf/Pl_RunLength.hh
 include/qpdf/Pl_StdioFile.hh
 include/qpdf/PointerHolder.hh
 include/qpdf/QIntC.hh
 include/qpdf/QPDF.hh
 include/qpdf/QPDFCryptoImpl.hh
 include/qpdf/QPDFCryptoProvider.hh
 include/qpdf/QPDFAcroFormDocumentHelper.hh
 include/qpdf/QPDFAnnotationObjectHelper.hh
 include/qpdf/QPDFDocumentHelper.hh
 include/qpdf/QPDFEFStreamObjectHelper.hh
 include/qpdf/QPDFEmbeddedFileDocumentHelper.hh
 include/qpdf/QPDFExc.hh
 include/qpdf/QPDFFileSpecObjectHelper.hh
 include/qpdf/QPDFFormFieldObjectHelper.hh
 include/qpdf/QPDFMatrix.hh
 include/qpdf/QPDFNameTreeObjectHelper.hh
 include/qpdf/QPDFNumberTreeObjectHelper.hh
 include/qpdf/QPDFObjGen.hh
 include/qpdf/QPDFObject.hh
 include/qpdf/QPDFObjectHandle.hh
 include/qpdf/QPDFObjectHelper.hh
 include/qpdf/QPDFOutlineDocumentHelper.hh
 include/qpdf/QPDFOutlineObjectHelper.hh
 include/qpdf/QPDFPageDocumentHelper.hh
 include/qpdf/QPDFPageLabelDocumentHelper.hh
 include/qpdf/QPDFPageObjectHelper.hh
 include/qpdf/QPDFStreamFilter.hh
 include/qpdf/QPDFSystemError.hh
 include/qpdf/QPDFTokenizer.hh
 include/qpdf/QPDFWriter.hh
 include/qpdf/QPDFXRefEntry.hh
 include/qpdf/QTC.hh
 include/qpdf/QUtil.hh
 include/qpdf/RandomDataProvider.hh
 include/qpdf/Types.h
 include/qpdf/qpdf-c.h
 lib/libqpdf.so
 lib/libqpdf.so.28
-lib/libqpdf.so.28.3.2
+lib/libqpdf.so.28.5.0
 libdata/pkgconfig/libqpdf.pc
 man/man1/fix-qdf.1.gz
 man/man1/qpdf.1.gz
 man/man1/zlib-flate.1.gz
-%%PORTDOCS%%%%DOCSDIR%%/qpdf-manual.html
-%%PORTDOCS%%%%DOCSDIR%%/qpdf-manual.pdf
-%%PORTDOCS%%%%DOCSDIR%%/stylesheet.css
+%%PORTDOCS%%%%DOCSDIR%%/README-doc.txt