diff --git a/src/System.Windows.Forms/System/Windows/Forms/Controls/ToolStrips/ToolStripDropDownMenu.cs b/src/System.Windows.Forms/System/Windows/Forms/Controls/ToolStrips/ToolStripDropDownMenu.cs
index 84f0a338aa7..47e156f3f2e 100644
--- a/src/System.Windows.Forms/System/Windows/Forms/Controls/ToolStrips/ToolStripDropDownMenu.cs
+++ b/src/System.Windows.Forms/System/Windows/Forms/Controls/ToolStrips/ToolStripDropDownMenu.cs
@@ -751,7 +751,7 @@ internal void ScrollInternal(bool up)
 
         // calling this to get ScrollWindowEx. In actuality it does nothing
         // to change the display rect!
-        int delta;
+        int delta = 0;
         if (_indexOfFirstDisplayedItem == -1 || _indexOfFirstDisplayedItem >= Items.Count)
         {
             Debug.Fail("Why wasn't 'UpdateScrollButtonStatus called'? We don't have the item to scroll by");
@@ -770,10 +770,13 @@ internal void ScrollInternal(bool up)
                 }
                 else
                 {
-                    ToolStripItem itemTop = Items[_indexOfFirstDisplayedItem - 1];
+                    ToolStripItem itemTop = GetPreviousVisibleItem(_indexOfFirstDisplayedItem);
                     ToolStripItem itemBottom = Items[_indexOfFirstDisplayedItem];
                     // We use a delta between the tops, since it takes margin's and padding into account.
-                    delta = itemTop.Bounds.Top - itemBottom.Bounds.Top;
+                    if (itemTop is not null && itemBottom is not null)
+                    {
+                        delta = itemTop.Bounds.Top - itemBottom.Bounds.Top;
+                    }
                 }
             }
             else
@@ -787,9 +790,12 @@ internal void ScrollInternal(bool up)
                 }
 
                 ToolStripItem itemTop = Items[_indexOfFirstDisplayedItem];
-                ToolStripItem itemBottom = Items[_indexOfFirstDisplayedItem + 1];
+                ToolStripItem itemBottom = GetNextVisibleItem(_indexOfFirstDisplayedItem);
                 // We use a delta between the tops, since it takes margin's and padding into account.
-                delta = itemBottom.Bounds.Top - itemTop.Bounds.Top;
+                if (itemTop is not null && itemBottom is not null)
+                {
+                    delta = itemBottom.Bounds.Top - itemTop.Bounds.Top;
+                }
             }
         }
 
@@ -797,6 +803,34 @@ internal void ScrollInternal(bool up)
         UpdateScrollButtonLocations();
     }
 
+    private ToolStripItem? GetNextVisibleItem(int index)
+    {
+        for (int i = index + 1; i < Items.Count; i++)
+        {
+            ToolStripItem item = Items[i];
+            if (item.Available)
+            {
+                return item;
+            }
+        }
+
+        return null;
+    }
+
+    private ToolStripItem? GetPreviousVisibleItem(int index)
+    {
+        for (int i = index - 1; i >= 0; i--)
+        {
+            ToolStripItem item = Items[i];
+            if (item.Available)
+            {
+                return item;
+            }
+        }
+
+        return null;
+    }
+
     protected override void SetDisplayedItems()
     {
         base.SetDisplayedItems();