diff --git a/lib/cli.zsh b/lib/cli.zsh
index 38cdc449c..92d447a8e 100644
--- a/lib/cli.zsh
+++ b/lib/cli.zsh
@@ -376,13 +376,19 @@ function _omz::theme::use {
 
 function _omz::update {
   # Run update script
-  env ZSH="$ZSH" zsh -f "$ZSH/tools/upgrade.sh"
+  if [[ "$1" != --unattended ]]; then
+    ZSH="$ZSH" zsh -f "$ZSH/tools/upgrade.sh" --interactive
+  else
+    ZSH="$ZSH" zsh -f "$ZSH/tools/upgrade.sh"
+  fi
   local ret=$?
+
   # Update last updated file
   zmodload zsh/datetime
   echo "LAST_EPOCH=$(( EPOCHSECONDS / 60 / 60 / 24 ))" >! "${ZSH_CACHE_DIR}/.zsh-update"
   # Remove update lock if it exists
   command rm -rf "$ZSH/log/update.lock"
+
   # Restart the zsh session
   if [[ $ret -eq 0 && "$1" != --unattended ]]; then
     # Check whether to run a login shell
diff --git a/lib/functions.zsh b/lib/functions.zsh
index b0582b32b..0fc758070 100644
--- a/lib/functions.zsh
+++ b/lib/functions.zsh
@@ -14,7 +14,7 @@ function upgrade_oh_my_zsh() {
   fi
 
   # Run update script
-  env ZSH="$ZSH" zsh -f "$ZSH/tools/upgrade.sh"
+  env ZSH="$ZSH" zsh -f "$ZSH/tools/upgrade.sh" --interactive
   local ret=$?
   # Update last updated file
   zmodload zsh/datetime
diff --git a/tools/check_for_upgrade.sh b/tools/check_for_upgrade.sh
index 17925af8b..d0ceba92d 100644
--- a/tools/check_for_upgrade.sh
+++ b/tools/check_for_upgrade.sh
@@ -24,7 +24,7 @@ function update_last_updated_file() {
 }
 
 function update_ohmyzsh() {
-  ZSH="$ZSH" zsh -f "$ZSH/tools/upgrade.sh"
+  ZSH="$ZSH" zsh -f "$ZSH/tools/upgrade.sh" --interactive
   update_last_updated_file
 }
 
diff --git a/tools/upgrade.sh b/tools/upgrade.sh
index 0e4c368bc..cfd424527 100755
--- a/tools/upgrade.sh
+++ b/tools/upgrade.sh
@@ -70,10 +70,12 @@ if git pull --rebase --stat origin master; then
     message="Hooray! Oh My Zsh has been updated!"
 
     # Display changelog with less if available, otherwise just print it to the terminal
-    if (( $+commands[less] )); then
-      "$ZSH/tools/changelog.sh" HEAD "$last_commit" --text | command less -R
-    else
-      "$ZSH/tools/changelog.sh" HEAD "$last_commit"
+    if [[ "$1" = --interactive ]]; then
+      if (( $+commands[less] )); then
+        "$ZSH/tools/changelog.sh" HEAD "$last_commit" --text | LESS= command less -R
+      else
+        "$ZSH/tools/changelog.sh" HEAD "$last_commit"
+      fi
     fi
   fi