diff --git a/src/group_gui.cpp b/src/group_gui.cpp
index 5da1d41934..a46991d0ec 100644
--- a/src/group_gui.cpp
+++ b/src/group_gui.cpp
@@ -722,6 +722,7 @@ public:
 		switch (widget) {
 			case WID_GL_SORT_BY_ORDER: // Flip sorting method ascending/descending
 				this->vehgroups.ToggleSortOrder();
+				this->vehgroups.ForceResort();
 				this->SetDirty();
 				break;
 
diff --git a/src/vehicle_gui.cpp b/src/vehicle_gui.cpp
index 9b7fabffee..c783e8bfe7 100644
--- a/src/vehicle_gui.cpp
+++ b/src/vehicle_gui.cpp
@@ -2232,6 +2232,7 @@ public:
 		switch (widget) {
 			case WID_VL_SORT_ORDER: // Flip sorting method ascending/descending
 				this->vehgroups.ToggleSortOrder();
+				this->vehgroups.ForceResort();
 				this->SetDirty();
 				break;