Index: src/lang/english.txt
===================================================================
--- src/lang/english.txt	(revision 21466)
+++ src/lang/english.txt	(working copy)
@@ -3216,15 +3216,16 @@
 
 STR_ORDERS_DELETE_BUTTON                                        :{BLACK}Delete
 STR_ORDERS_DELETE_TOOLTIP                                       :{BLACK}Delete the highlighted order
+STR_ORDERS_DELETE_ALL_TOOLTIP                                   :{BLACK}Delete all orders
 STR_ORDERS_STOP_SHARING_BUTTON                                  :{BLACK}Stop sharing
-STR_ORDERS_STOP_SHARING_TOOLTIP                                 :{BLACK}Stop sharing the order list. Ctrl+Click deletes the complete order list
+STR_ORDERS_STOP_SHARING_TOOLTIP                                 :{BLACK}Stop sharing the orders list. Ctrl+Click additionally deletes all orders for this vehicle.
 
 STR_ORDERS_GO_TO_BUTTON                                         :{BLACK}Go To
 STR_ORDER_GO_TO_NEAREST_DEPOT                                   :Go to nearest depot
 STR_ORDER_GO_TO_NEAREST_HANGAR                                  :Go to nearest hangar
 STR_ORDER_CONDITIONAL                                           :Conditional order jump
 STR_ORDER_SHARE                                                 :Share orders
-STR_ORDERS_GO_TO_TOOLTIP                                        :{BLACK}Insert a new order before the highlighted order, or add to end of list. Ctrl makes station orders 'full load any cargo', waypoint orders 'non-stop' and depot orders 'service'. 'Share orders' lets this vehicle share orders with the selected vehicle.
+STR_ORDERS_GO_TO_TOOLTIP                                        :{BLACK}Insert a new order before the highlighted order, or add to end of list. Ctrl makes station orders 'full load any cargo', waypoint orders 'non-stop' and depot orders 'service'. 'Share orders' or Ctrl lets this vehicle share orders with the selected vehicle. Clicking a vehicle copies the orders from that vehicle.
 STR_ORDERS_GO_TO_DROPDOWN_TOOLTIP                               :{BLACK}Insert an advanced order
 
 STR_ORDERS_VEH_WITH_SHARED_ORDERS_LIST_TOOLTIP                  :{BLACK}Show all vehicles that share this schedule
Index: src/order_gui.cpp
===================================================================
--- src/order_gui.cpp	(revision 21466)
+++ src/order_gui.cpp	(working copy)
@@ -706,7 +706,7 @@
 		if (!this->vehicle->IsOrderListShared() || this->selected_order != this->vehicle->GetNumOrders()) return;
 		/* If Ctrl is pressed, delete the order list as if we clicked the 'Delete' button. */
 		if (_ctrl_pressed) {
-			this->OrderClick_Delete(i);
+			this->OrderClick_Delete(0);
 			return;
 		}
 
@@ -879,6 +879,15 @@
 			delete_sel->SetDisplayedPlane(DP_BOTTOM_MIDDLE_DELETE);
 			this->SetWidgetDisabledState(ORDER_WIDGET_DELETE,
 				(uint)this->vehicle->GetNumOrders() + ((shared_orders || this->vehicle->GetNumOrders() != 0) ? 1 : 0) <= (uint)this->selected_order);
+
+			/* Set the tooltip of the 'delete' button depending on whether the
+			 * 'End of Orders' order or a regular order is selected. */
+			NWidgetCore *nwi = this->GetWidget<NWidgetCore>(ORDER_WIDGET_DELETE);
+			if (this->selected_order == this->vehicle->GetNumOrders()) {
+				nwi->SetDataTip(STR_ORDERS_DELETE_BUTTON, STR_ORDERS_DELETE_ALL_TOOLTIP);
+			} else {
+				nwi->SetDataTip(STR_ORDERS_DELETE_BUTTON, STR_ORDERS_DELETE_TOOLTIP);
+			}
 		}
 
 		/* First row. */