diff --git a/src/group_gui.cpp b/src/group_gui.cpp
index 0b4f4e2cd8..3201f4e9ef 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;
 
@@ -1044,6 +1045,7 @@ public:
 
 			case WID_GL_SORT_BY_DROPDOWN:
 				this->vehgroups.SetSortType(index);
+				this->UpdateSortingInterval();
 				break;
 			case WID_GL_FILTER_BY_CARGO: // Select a cargo filter criteria
 				this->SetCargoFilterIndex(index);
diff --git a/src/rail_gui.cpp b/src/rail_gui.cpp
index 289f150068..4f2dd3795d 100644
--- a/src/rail_gui.cpp
+++ b/src/rail_gui.cpp
@@ -1340,6 +1340,7 @@ public:
 					}
 				}
 				size->width = std::max(size->width, d.width + padding.width);
+				size->width = std::min<uint>(size->width, ScaleGUITrad(400));
 				break;
 			}
 
diff --git a/src/sortlist_type.h b/src/sortlist_type.h
index 9c14d382bd..28f3ab6ec6 100644
--- a/src/sortlist_type.h
+++ b/src/sortlist_type.h
@@ -55,6 +55,7 @@ protected:
 	uint8 sort_type;                          ///< what criteria to sort on
 	uint8 filter_type;                        ///< what criteria to filter on
 	uint16 resort_timer;                      ///< resort list after a given amount of ticks if set
+	uint16 resort_interval;                   ///< value to re-initialise resort_timer with after sorting
 
 	/**
 	 * Check if the list is sortable
@@ -71,8 +72,7 @@ protected:
 	 */
 	void ResetResortTimer()
 	{
-		/* Resort every 10 days */
-		this->resort_timer = DAY_TICKS * 10;
+		this->resort_timer = this->resort_interval;
 	}
 
 public:
@@ -82,7 +82,8 @@ public:
 		flags(VL_NONE),
 		sort_type(0),
 		filter_type(0),
-		resort_timer(1)
+		resort_timer(1),
+		resort_interval(DAY_TICKS * 10) /* Resort every 10 days by default */
 	{};
 
 	/**
@@ -215,6 +216,12 @@ public:
 		SETBITS(this->flags, VL_RESORT);
 	}
 
+	void SetResortInterval(uint16 resort_interval)
+	{
+		this->resort_interval = std::max<uint16>(1, resort_interval);
+		this->resort_timer = std::min<uint16>(this->resort_timer, this->resort_interval);
+	}
+
 	/**
 	 * Check if the sort order is descending
 	 *
diff --git a/src/tracerestrict_gui.cpp b/src/tracerestrict_gui.cpp
index 45506cbb13..f2c1a5b31a 100644
--- a/src/tracerestrict_gui.cpp
+++ b/src/tracerestrict_gui.cpp
@@ -3680,6 +3680,7 @@ public:
 		switch (widget) {
 			case WID_TRSL_SORT_BY_DROPDOWN:
 				this->vehgroups.SetSortType(index);
+				this->UpdateSortingInterval();
 				break;
 
 			case WID_TRSL_FILTER_BY_CARGO: // Select a cargo filter criteria
diff --git a/src/vehicle_gui.cpp b/src/vehicle_gui.cpp
index 9b7fabffee..69e5ea5e99 100644
--- a/src/vehicle_gui.cpp
+++ b/src/vehicle_gui.cpp
@@ -1995,6 +1995,13 @@ void BaseVehicleListWindow::DrawVehicleListItems(VehicleID selected_vehicle, int
 	}
 }
 
+void BaseVehicleListWindow::UpdateSortingInterval()
+{
+	uint16 resort_interval = DAY_TICKS * 10;
+	if (this->grouping == GB_NONE && this->vehgroups.SortType() == VST_TIMETABLE_DELAY) resort_interval = DAY_TICKS;
+	this->vehgroups.SetResortInterval(resort_interval);
+}
+
 void BaseVehicleListWindow::UpdateSortingFromGrouping()
 {
 	/* Set up sorting. Make the window-specific _sorting variable
@@ -2011,6 +2018,7 @@ void BaseVehicleListWindow::UpdateSortingFromGrouping()
 	this->vehgroups.SetListing(*this->sorting);
 	this->vehgroups.ForceRebuild();
 	this->vehgroups.NeedResort();
+	this->UpdateSortingInterval();
 }
 
 void BaseVehicleListWindow::UpdateVehicleGroupBy(GroupBy group_by)
@@ -2232,6 +2240,7 @@ public:
 		switch (widget) {
 			case WID_VL_SORT_ORDER: // Flip sorting method ascending/descending
 				this->vehgroups.ToggleSortOrder();
+				this->vehgroups.ForceResort();
 				this->SetDirty();
 				break;
 
@@ -2313,6 +2322,7 @@ public:
 
 			case WID_VL_SORT_BY_PULLDOWN:
 				this->vehgroups.SetSortType(index);
+				this->UpdateSortingInterval();
 				break;
 
 			case WID_VL_FILTER_BY_CARGO:
diff --git a/src/vehicle_gui_base.h b/src/vehicle_gui_base.h
index 1c1b5f5a9f..c72d165657 100644
--- a/src/vehicle_gui_base.h
+++ b/src/vehicle_gui_base.h
@@ -133,6 +133,7 @@ public:
 
 	void OnInit() override;
 
+	void UpdateSortingInterval();
 	void UpdateSortingFromGrouping();
 
 	void DrawVehicleListItems(VehicleID selected_vehicle, int line_height, const Rect &r) const;