diff --git a/src/Avalonia.Base/Media/Fonts/EmbeddedFontCollection.cs b/src/Avalonia.Base/Media/Fonts/EmbeddedFontCollection.cs
index 9a2e8cb1a4..d06bad8001 100644
--- a/src/Avalonia.Base/Media/Fonts/EmbeddedFontCollection.cs
+++ b/src/Avalonia.Base/Media/Fonts/EmbeddedFontCollection.cs
@@ -81,7 +81,7 @@ namespace Avalonia.Media.Fonts
                             fontSimulations |= FontSimulations.Oblique;
                         }
 
-                        if ((int)weight >= 600 && glyphTypeface2.Weight != weight)
+                        if ((int)weight >= 600 && glyphTypeface2.Weight < weight)
                         {
                             fontSimulations |= FontSimulations.Bold;
                         }
diff --git a/src/Avalonia.Base/Media/Fonts/SystemFontCollection.cs b/src/Avalonia.Base/Media/Fonts/SystemFontCollection.cs
index 90d4a44699..ce20ace90c 100644
--- a/src/Avalonia.Base/Media/Fonts/SystemFontCollection.cs
+++ b/src/Avalonia.Base/Media/Fonts/SystemFontCollection.cs
@@ -113,7 +113,7 @@ namespace Avalonia.Media.Fonts
                     fontSimulations |= FontSimulations.Oblique;
                 }
 
-                if ((int)weight >= 600 && glyphTypeface2.Weight != weight)
+                if ((int)weight >= 600 && glyphTypeface2.Weight < weight)
                 {
                     fontSimulations |= FontSimulations.Bold;
                 }