diff --git a/erpnext/selling/doctype/sales_order/sales_order.py b/erpnext/selling/doctype/sales_order/sales_order.py
index 05d8a9a8c8c00e5ee206a87e439b26cf27d90bde..8f1e55519ad22c328fd516ca3a7f504bf31d3031 100755
--- a/erpnext/selling/doctype/sales_order/sales_order.py
+++ b/erpnext/selling/doctype/sales_order/sales_order.py
@@ -585,7 +585,11 @@ class SalesOrder(SellingController):
 
 	def set_skip_delivery_note(self):
 		if self.order_type == "Shopping Cart" and not self.skip_delivery_note:
-			self.skip_delivery_note = 1
+			if all(
+				d.item_booking or frappe.get_cached_value("Item", d.item_code, "enable_item_booking")
+				for d in self.items
+			):
+				self.skip_delivery_note = 1
 
 	def validate_reserved_stock(self):
 		"""Clean reserved stock flag for non-stock Item"""