diff --git a/automatic/calibre/calibre.nuspec b/automatic/calibre/calibre.nuspec
index 79cdf1403a4..cb5743bf8e3 100644
--- a/automatic/calibre/calibre.nuspec
+++ b/automatic/calibre/calibre.nuspec
@@ -4,7 +4,7 @@
   <metadata>
     <id>calibre</id>
     <title>Calibre</title>
-    <version>5.39.0</version>
+    <version>5.39.1</version>
     <authors>Kovid Goyal</authors>
     <owners>chocolatey-community, gep13</owners>
     <summary>calibre is the one stop solution to all your e-book needs.</summary>
diff --git a/automatic/calibre/legal/VERIFICATION.txt b/automatic/calibre/legal/VERIFICATION.txt
index d37b50ed793..f9cdb31ace7 100644
--- a/automatic/calibre/legal/VERIFICATION.txt
+++ b/automatic/calibre/legal/VERIFICATION.txt
@@ -8,7 +8,7 @@ and can be verified by doing the following:
 
 1. Download the following:
   32-Bit software: NOT INCLUDED IN PACKAGE
-  64-Bit software: <https://download.calibre-ebook.com/5.39.0/calibre-64bit-5.39.0.msi>
+  64-Bit software: <https://download.calibre-ebook.com/5.39.1/calibre-64bit-5.39.1.msi>
 2. Get the checksum using one of the following methods:
   - Using powershell function 'Get-FileHash'
   - Use chocolatey utility 'checksum.exe'
@@ -16,6 +16,6 @@ and can be verified by doing the following:
 
   checksum type: sha256
   checksum32: NOT INCLUDED IN PACKAGE
-  checksum64: 74C5192FFA774DA3920FA7A739492B240C123338E101B368569FA45947726766
+  checksum64: 0774877169B76DD0E76B0F7B1288E6EA7292395AD3B10F6653CC620969985CD1
 
 The file 'LICENSE.txt' has been obtained from <https://github.com/kovidgoyal/calibre/blob/89c271759db5c71202251895f6793e4c1ec65ee6/LICENSE>
diff --git a/automatic/calibre/tools/chocolateyInstall.ps1 b/automatic/calibre/tools/chocolateyInstall.ps1
index eb197f13941..5cba76bf443 100644
--- a/automatic/calibre/tools/chocolateyInstall.ps1
+++ b/automatic/calibre/tools/chocolateyInstall.ps1
@@ -5,10 +5,10 @@ $toolsPath = "$(Split-Path -parent $MyInvocation.MyCommand.Definition)"
 $packageArgs = @{
   packageName    = $env:ChocolateyPackageName
   fileType       = 'MSI'
-  url            = 'https://download.calibre-ebook.com/5.39.0/calibre-5.39.0.msi'
-  checksum       = '189C50888C595DE63F63461C99F79A9874901FF1687F8875FBA6446EB3432C69'
+  url            = 'https://download.calibre-ebook.com/5.39.1/calibre-5.39.1.msi'
+  checksum       = '9715BF2D4066539DE8B646A49DA9581294D7D9D334644C5E0EEFCB7337FA457E'
   checksumType   = 'sha256'
-  file64         = "$toolsPath\calibre-64bit-5.39.0.msi"
+  file64         = "$toolsPath\calibre-64bit-5.39.1.msi"
   softwareName   = 'calibre*'
   silentArgs     = '/quiet'
   validExitCodes = @(0, 3010, 1641)