diff --git a/plugins/history-substring-search/history-substring-search.plugin.zsh b/plugins/history-substring-search/history-substring-search.plugin.zsh
index 077105ea3..c7c4235c2 100644
--- a/plugins/history-substring-search/history-substring-search.plugin.zsh
+++ b/plugins/history-substring-search/history-substring-search.plugin.zsh
@@ -3,6 +3,13 @@
 0="${${ZERO:-${0:#$ZSH_ARGZERO}}:-${(%):-%N}}"
 0="${${(M)0:#/*}:-$PWD/$0}"
 
+# Respect case sensitivity settings for globbing in history search
+if [[ "$CASE_SENSITIVE" = true ]]; then
+  : ${HISTORY_SUBSTRING_SEARCH_GLOBBING_FLAGS=''}
+else
+  : ${HISTORY_SUBSTRING_SEARCH_GLOBBING_FLAGS='i'}
+fi
+
 source ${0:A:h}/history-substring-search.zsh