diff --git a/src/main.rs b/src/main.rs
index 78e1a288..0208ac91 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -98,14 +98,16 @@ fn run() -> Result<(), Error> {
     #[cfg(windows)]
     report(&mut reports, powershell.update_modules(&mut terminal));
 
-    if !(matches.is_present("no_system")) {
-        #[cfg(target_os = "linux")]
-        report(&mut reports, linux::upgrade(&sudo, &mut terminal));
-
-        #[cfg(windows)]
-        report(&mut reports, windows::run_chocolatey(&mut terminal));
+    #[cfg(target_os = "linux")]
+    {
+        if !(matches.is_present("no_system")) {
+            report(&mut reports, linux::upgrade(&sudo, &mut terminal));
+        }
     }
 
+    #[cfg(windows)]
+    report(&mut reports, windows::run_chocolatey(&mut terminal));
+
     #[cfg(unix)]
     report(&mut reports, unix::run_homebrew(&mut terminal));
 
@@ -178,6 +180,13 @@ fn run() -> Result<(), Error> {
         }
     }
 
+    #[cfg(windows)]
+    {
+        if !(matches.is_present("no_system")) {
+            report(&mut reports, powershell.windows_update(&mut terminal));
+        }
+    }
+
     if !reports.is_empty() {
         terminal.print_separator("Summary");
 
diff --git a/src/utils.rs b/src/utils.rs
index 1a04c434..16efdba8 100644
--- a/src/utils.rs
+++ b/src/utils.rs
@@ -2,7 +2,7 @@ use failure::Error;
 use std::ffi::OsStr;
 use std::fmt::Debug;
 use std::path::{Path, PathBuf};
-use std::process::ExitStatus;
+use std::process::{ExitStatus, Output};
 use which as which_mod;
 
 #[derive(Fail, Debug)]
@@ -23,6 +23,12 @@ impl Check for ExitStatus {
     }
 }
 
+impl Check for Output {
+    fn check(self) -> Result<(), Error> {
+        self.status.check()
+    }
+}
+
 pub trait PathExt
 where
     Self: Sized,
diff --git a/src/windows.rs b/src/windows.rs
index ff427d48..458bd596 100644
--- a/src/windows.rs
+++ b/src/windows.rs
@@ -31,17 +31,49 @@ impl Powershell {
         }
     }
 
+    pub fn has_command(powershell: &PathBuf, command: &str) -> bool {
+        || -> Result<(), failure::Error> {
+            Command::new(&powershell)
+                .args(&["-Command", &format!("Get-Command {}", command)])
+                .output()?
+                .check()?;
+            Ok(())
+        }().is_ok()
+    }
+
     #[must_use]
     pub fn update_modules(&self, terminal: &mut Terminal) -> Option<(&'static str, bool)> {
         if let Some(powershell) = &self.path {
-            terminal.print_separator("Powershell Module Update");
+            terminal.print_separator("Powershell Modules Update");
 
             let success = || -> Result<(), failure::Error> {
                 Command::new(&powershell).arg("Update-Module").spawn()?.wait()?.check()?;
                 Ok(())
             }().is_ok();
 
-            return Some(("Powershell Module Update", success));
+            return Some(("Powershell Modules Update", success));
+        }
+
+        None
+    }
+
+    #[must_use]
+    pub fn windows_update(&self, terminal: &mut Terminal) -> Option<(&'static str, bool)> {
+        if let Some(powershell) = &self.path {
+            if Self::has_command(&powershell, "Install-WindowsUpdate") {
+                terminal.print_separator("Windows Update");
+
+                let success = || -> Result<(), failure::Error> {
+                    Command::new(&powershell)
+                        .args(&["-Command", "Install-WindowsUpdate -MicrosoftUpdate -AcceptAll -Verbose"])
+                        .spawn()?
+                        .wait()?
+                        .check()?;
+                    Ok(())
+                }().is_ok();
+
+                return Some(("Windows Update", success));
+            }
         }
 
         None