diff --git a/lib/ansible/modules/extras/windows/win_chocolatey.ps1 b/lib/ansible/modules/extras/windows/win_chocolatey.ps1
index de42434da76..4a033d23157 100644
--- a/lib/ansible/modules/extras/windows/win_chocolatey.ps1
+++ b/lib/ansible/modules/extras/windows/win_chocolatey.ps1
@@ -16,25 +16,11 @@
 # You should have received a copy of the GNU General Public License
 # along with Ansible.  If not, see <http://www.gnu.org/licenses/>.
 
+$ErrorActionPreference = "Stop"
+
 # WANT_JSON
 # POWERSHELL_COMMON
 
-function Write-Log
-{
-  param
-  (
-    [parameter(mandatory=$false)]
-    [System.String]
-    $message
-  )
-
-  $date = get-date -format 'yyyy-MM-dd hh:mm:ss.zz'
-
-  Write-Host "$date | $message"
-
-  Out-File -InputObject "$date $message" -FilePath $global:LoggingFile -Append
-}
-
 $params = Parse-Args $args;
 $result = New-Object PSObject;
 Set-Attr $result "changed" $false;
@@ -48,14 +34,6 @@ Else
     Fail-Json $result "missing required argument: name"
 }
 
-if(($params.logPath).length -gt 0)
-{
-  $global:LoggingFile = $params.logPath
-}
-else
-{
-  $global:LoggingFile = "c:\ansible-playbook.log"
-}
 If ($params.force)
 {
     $force = $params.force | ConvertTo-Bool
@@ -65,6 +43,15 @@ Else
     $force = $false
 }
 
+If ($params.upgrade)
+{
+    $upgrade = $params.upgrade | ConvertTo-Bool
+}
+Else
+{
+    $upgrade = $false
+}
+
 If ($params.version)
 {
     $version = $params.version
@@ -74,6 +61,15 @@ Else
     $version = $null
 }
 
+If ($params.source)
+{
+    $source = $params.source.ToString().ToLower()
+}
+Else
+{
+    $source = $null
+}
+
 If ($params.showlog)
 {
     $showlog = $params.showlog | ConvertTo-Bool
@@ -96,157 +92,230 @@ Else
     $state = "present"
 }
 
-$ChocoAlreadyInstalled = get-command choco -ErrorAction 0
-if ($ChocoAlreadyInstalled -eq $null)
+Function Chocolatey-Install-Upgrade
 {
-    #We need to install chocolatey
-    $install_choco_result = iex ((new-object net.webclient).DownloadString("https://chocolatey.org/install.ps1"))
-    $result.changed = $true
-    $executable = "C:\ProgramData\chocolatey\bin\choco.exe"
-}
-Else
-{
-    $executable = "choco.exe"
-}
+    [CmdletBinding()]
 
-If ($params.source)
-{
-    $source = $params.source.ToString().ToLower()
-    If (($source -ne "chocolatey") -and ($source -ne "webpi") -and ($source -ne "windowsfeatures") -and ($source -ne "ruby") -and (!$source.startsWith("http://", "CurrentCultureIgnoreCase")) -and (!$source.startsWith("https://", "CurrentCultureIgnoreCase")))
-    {
-        Fail-Json $result "source is $source - must be one of chocolatey, ruby, webpi, windowsfeatures or a custom source url."
-    }
-}
-Elseif (!$params.source)
-{
-    $source = "chocolatey"
-}
+    param()
 
-if ($source -eq "webpi")
-{
-    # check whether 'webpi' installation source is available; if it isn't, install it
-    $webpi_check_cmd = "$executable list webpicmd -localonly"
-    $webpi_check_result = invoke-expression $webpi_check_cmd
-    Set-Attr $result "chocolatey_bootstrap_webpi_check_cmd" $webpi_check_cmd
-    Set-Attr $result "chocolatey_bootstrap_webpi_check_log" $webpi_check_result
-    if (
-        (
-            ($webpi_check_result.GetType().Name -eq "String") -and
-            ($webpi_check_result -match "No packages found")
-        ) -or
-        ($webpi_check_result -contains "No packages found.")
-    )
-    {
-        #lessmsi is a webpicmd dependency, but dependency resolution fails unless it's installed separately
-        $lessmsi_install_cmd = "$executable install lessmsi"
-        $lessmsi_install_result = invoke-expression $lessmsi_install_cmd
-        Set-Attr $result "chocolatey_bootstrap_lessmsi_install_cmd" $lessmsi_install_cmd
-        Set-Attr $result "chocolatey_bootstrap_lessmsi_install_log" $lessmsi_install_result
-
-        $webpi_install_cmd = "$executable install webpicmd"
-        $webpi_install_result = invoke-expression $webpi_install_cmd
-        Set-Attr $result "chocolatey_bootstrap_webpi_install_cmd" $webpi_install_cmd
-        Set-Attr $result "chocolatey_bootstrap_webpi_install_log" $webpi_install_result
-
-        if (($webpi_install_result | select-string "already installed").length -gt 0)
-        {
-            #no change
-        }
-        elseif (($webpi_install_result | select-string "webpicmd has finished successfully").length -gt 0)
-        {
-            $result.changed = $true
-        }
-        Else
-        {
-            Fail-Json $result "WebPI install error: $webpi_install_result"
-        }
-    }
-}
-$expression = $executable
-if ($state -eq "present")
-{
-    $expression += " install $package"
-}
-Elseif ($state -eq "absent")
-{
-    $expression += " uninstall $package"
-}
-if ($force)
-{
-    if ($state -eq "present")
-    {
-        $expression += " -force"
-    }
-}
-if ($version)
-{
-    $expression += " -version $version"
-}
-if ($source -eq "chocolatey")
-{
-    $expression += " -source https://chocolatey.org/api/v2/"
-}
-elseif (($source -eq "windowsfeatures") -or ($source -eq "webpi") -or ($source -eq "ruby"))
-{
-    $expression += " -source $source"
-}
-elseif(($source -ne $Null) -and ($source -ne ""))
-{
-    $expression += " -source $source"
-}
-
-Set-Attr $result "chocolatey command" $expression
-$op_result = invoke-expression $expression
-if ($state -eq "present")
-{
-    if (
-        (($op_result | select-string "already installed").length -gt 0) -or
-        # webpi has different text output, and that doesn't include the package name but instead the human-friendly name
-        (($op_result | select-string "No products to be installed").length -gt 0)
-    )
-    {
-        #no change
-    }
-    elseif (
-        (($op_result | select-string "has finished successfully").length -gt 0) -or
-        # webpi has different text output, and that doesn't include the package name but instead the human-friendly name
-        (($op_result | select-string "Install of Products: SUCCESS").length -gt 0) -or
-        (($op_result | select-string "gem installed").length -gt 0) -or
-        (($op_result | select-string "gems installed").length -gt 0)
-    )
-    {
-        $result.changed = $true
-    }
-    Else
-    {
-        Fail-Json $result "Install error: $op_result"
-    }
-}
-Elseif ($state -eq "absent")
-{
-    $op_result = invoke-expression "$executable uninstall $package"
-    # HACK: Misleading - 'Uninstalling from folder' appears in output even when package is not installed, hence order of checks this way
-    if (
-        (($op_result | select-string "not installed").length -gt 0) -or
-        (($op_result | select-string "Cannot find path").length -gt 0)
-    )
-    {
-        #no change
-    }
-    elseif (($op_result | select-string "Uninstalling from folder").length -gt 0)
+    $ChocoAlreadyInstalled = get-command choco -ErrorAction 0
+    if ($ChocoAlreadyInstalled -eq $null)
     {
+        #We need to install chocolatey
+        iex ((new-object net.webclient).DownloadString("https://chocolatey.org/install.ps1"))
         $result.changed = $true
+        $script:executable = "C:\ProgramData\chocolatey\bin\choco.exe"
     }
     else
     {
-        Fail-Json $result "Uninstall error: $op_result"
+        $script:executable = "choco.exe"
+
+        if ((choco --version) -lt '0.9.9')
+        {
+            Choco-Upgrade chocolatey 
+        }
     }
 }
 
-if ($showlog)
-{
-    Set-Attr $result "chocolatey_log" $op_result
-}
-Set-Attr $result "chocolatey_success" "true"
 
-Exit-Json $result;
+Function Choco-IsInstalled
+{
+    [CmdletBinding()]
+    
+    param(
+        [Parameter(Mandatory=$true, Position=1)]
+        [string]$package
+    )
+
+    $cmd = "$executable list --local-only $package"
+    $results = invoke-expression $cmd
+
+    if ($LastExitCode -ne 0)
+    {
+        Set-Attr $result "choco_error_cmd" $cmd
+        Set-Attr $result "choco_error_log" "$results"
+        
+        Throw "Error checking installation status for $package" 
+    } 
+    
+    If ("$results" -match " $package .* (\d+) packages installed.")
+    {
+        return $matches[1] -gt 0
+    }
+    
+    $false
+}
+
+Function Choco-Upgrade 
+{
+    [CmdletBinding()]
+    
+    param(
+        [Parameter(Mandatory=$true, Position=1)]
+        [string]$package,
+        [Parameter(Mandatory=$false, Position=2)]
+        [string]$version,
+        [Parameter(Mandatory=$false, Position=3)]
+        [string]$source,
+        [Parameter(Mandatory=$false, Position=4)]
+        [bool]$force
+    )
+
+    if (-not (Choco-IsInstalled $package))
+    {
+        throw "$package is not installed, you cannot upgrade"
+    }
+
+    $cmd = "$executable upgrade -dv -y $package"
+
+    if ($version)
+    {
+        $cmd += " -version $version"
+    }
+
+    if ($source)
+    {
+        $cmd += " -source $source"
+    }
+
+    if ($force)
+    {
+        $cmd += " -force"
+    }
+
+    $results = invoke-expression $cmd
+
+    if ($LastExitCode -ne 0)
+    {
+        Set-Attr $result "choco_error_cmd" $cmd
+        Set-Attr $result "choco_error_log" "$results"
+        Throw "Error installing $package" 
+    }
+
+    if ("$results" -match ' upgraded (\d+)/\d+ package\(s\)\. ')
+    {
+        if ($matches[1] -gt 0)
+        {
+            $result.changed = $true
+        }
+    }
+}
+
+Function Choco-Install 
+{
+    [CmdletBinding()]
+    
+    param(
+        [Parameter(Mandatory=$true, Position=1)]
+        [string]$package,
+        [Parameter(Mandatory=$false, Position=2)]
+        [string]$version,
+        [Parameter(Mandatory=$false, Position=3)]
+        [string]$source,
+        [Parameter(Mandatory=$false, Position=4)]
+        [bool]$force,
+        [Parameter(Mandatory=$false, Position=5)]
+        [bool]$upgrade
+    )
+
+    if (Choco-IsInstalled $package)
+    {
+        if ($upgrade)
+        {
+            Choco-Upgrade -package $package -version $version -source $source -force $force
+        }
+
+        return
+    }
+
+    $cmd = "$executable install -dv -y $package"
+
+    if ($version)
+    {
+        $cmd += " -version $version"
+    }
+
+    if ($source)
+    {
+        $cmd += " -source $source"
+    }
+
+    if ($force)
+    {
+        $cmd += " -force"
+    }
+
+    $results = invoke-expression $cmd
+
+    if ($LastExitCode -ne 0)
+    {
+        Set-Attr $result "choco_error_cmd" $cmd
+        Set-Attr $result "choco_error_log" "$results"
+        Throw "Error installing $package" 
+    }
+
+     $result.changed = $true
+}
+
+Function Choco-Uninstall 
+{
+    [CmdletBinding()]
+    
+    param(
+        [Parameter(Mandatory=$true, Position=1)]
+        [string]$package,
+        [Parameter(Mandatory=$false, Position=2)]
+        [string]$version,
+        [Parameter(Mandatory=$false, Position=3)]
+        [bool]$force
+    )
+
+    if (-not (Choco-IsInstalled $package))
+    {
+        return
+    }
+
+    $cmd = "$executable uninstall -dv -y $package"
+
+    if ($version)
+    {
+        $cmd += " -version $version"
+    }
+
+    if ($force)
+    {
+        $cmd += " -force"
+    }
+
+    $results = invoke-expression $cmd
+
+    if ($LastExitCode -ne 0)
+    {
+        Set-Attr $result "choco_error_cmd" $cmd
+        Set-Attr $result "choco_error_log" "$results"
+        Throw "Error uninstalling $package" 
+    }
+
+     $result.changed = $true
+}
+Try
+{
+    Chocolatey-Install-Upgrade
+
+    if ($state -eq "present")
+    {
+        Choco-Install -package $package -version $version -source $source `
+            -force $force -upgrade $upgrade
+    }
+    else
+    {
+        Choco-Uninstall -package $package -version $version -force $force
+    }
+
+    Exit-Json $result;
+}
+Catch
+{
+     Fail-Json $result $_.Exception.Message
+}
+
diff --git a/lib/ansible/modules/extras/windows/win_chocolatey.py b/lib/ansible/modules/extras/windows/win_chocolatey.py
index 260dbd867f6..dc0b415ac87 100644
--- a/lib/ansible/modules/extras/windows/win_chocolatey.py
+++ b/lib/ansible/modules/extras/windows/win_chocolatey.py
@@ -53,6 +53,15 @@ options:
       - no
     default: no
     aliases: []
+  upgrade:
+    description:
+      - If package is already installed it, try to upgrade to the latest version or to the specified version
+    required: false
+    choices:
+      - yes
+      - no
+    default: no
+    aliases: []
   version:
     description:
       - Specific version of the package to be installed
@@ -60,35 +69,13 @@ options:
     required: false
     default: null
     aliases: []
-  showlog:
-    description:
-      - Outputs the chocolatey log inside a chocolatey_log property.
-    required: false
-    choices:
-      - yes
-      - no
-    default: no
-    aliases: []
   source:
     description:
-      - Which source to install from
+      - Specify source rather than using default chocolatey repository
     require: false
-    choices:
-      - chocolatey
-      - ruby
-      - webpi
-      - windowsfeatures
-    default: chocolatey
+    default: null
     aliases: []
-  logPath:
-    description:
-      - Where to log command output to
-    require: false
-    default: c:\\ansible-playbook.log
-    aliases: []
-author:
-    - '"Trond Hindenes (@trondhindenes)" <trond@hindenes.com>'
-    - '"Peter Mounce (@petemounce)" <public@neverrunwithscissors.com>'
+author: Trond Hindenes, Peter Mounce, Pepe Barbe, Adam Keech
 '''
 
 # TODO:
@@ -111,10 +98,8 @@ EXAMPLES = '''
     name: git
     state: absent
 
-  # Install Application Request Routing v3 from webpi
-  # Logically, this requires that you install IIS first (see win_feature)
-  # To find a list of packages available via webpi source, `choco list -source webpi`
+  # Install git from specified repository
   win_chocolatey:
-    name: ARRv3
-    source: webpi
+    name: git
+    source: https://someserver/api/v2/
 '''