diff --git a/src/WireMock.Net.Abstractions/Admin/Settings/ProxyUrlReplaceSettingsModel.cs b/src/WireMock.Net.Abstractions/Admin/Settings/ProxyUrlReplaceSettingsModel.cs
index 2073acb5..b66b122b 100644
--- a/src/WireMock.Net.Abstractions/Admin/Settings/ProxyUrlReplaceSettingsModel.cs
+++ b/src/WireMock.Net.Abstractions/Admin/Settings/ProxyUrlReplaceSettingsModel.cs
@@ -15,4 +15,9 @@ public class ProxyUrlReplaceSettingsModel
     /// The new path value to replace the old value with
     /// </summary>
     public string NewValue { get; set; } = null!;
+
+    /// <summary>
+    /// Defines if the case should be ignore when replacing.
+    /// </summary>
+    public bool IgnoreCase { get; set; }
 }
\ No newline at end of file
diff --git a/src/WireMock.Net/Compatibility/StringExtensions.cs b/src/WireMock.Net/Compatibility/StringExtensions.cs
new file mode 100644
index 00000000..63426786
--- /dev/null
+++ b/src/WireMock.Net/Compatibility/StringExtensions.cs
@@ -0,0 +1,15 @@
+#if NET451 || NET452 || NET46 || NET451 || NET461 || NETSTANDARD1_3 || NETSTANDARD2_0
+using System.Text.RegularExpressions;
+
+// ReSharper disable once CheckNamespace
+namespace System;
+
+internal static class StringExtensions
+{
+    public static string Replace(this string text, string oldValue, string newValue, StringComparison stringComparison)
+    {
+        var options = stringComparison == StringComparison.OrdinalIgnoreCase ? RegexOptions.IgnoreCase : RegexOptions.None;
+        return Regex.Replace(text, oldValue, newValue, options);
+    }
+}
+#endif
\ No newline at end of file
diff --git a/src/WireMock.Net/Proxy/ProxyHelper.cs b/src/WireMock.Net/Proxy/ProxyHelper.cs
index cd0c279c..5a772826 100644
--- a/src/WireMock.Net/Proxy/ProxyHelper.cs
+++ b/src/WireMock.Net/Proxy/ProxyHelper.cs
@@ -38,7 +38,17 @@ internal class ProxyHelper
 
         // Create HttpRequestMessage
         var replaceSettings = proxyAndRecordSettings.ReplaceSettings;
-        var proxyUrl = replaceSettings is not null ? url.Replace(replaceSettings.OldValue, replaceSettings.NewValue) : url;
+        string proxyUrl;
+        if (replaceSettings is not null)
+        {
+            var stringComparison = replaceSettings.IgnoreCase ? StringComparison.OrdinalIgnoreCase : StringComparison.Ordinal;
+            proxyUrl = url.Replace(replaceSettings.OldValue, replaceSettings.NewValue, stringComparison);
+        }
+        else
+        {
+            proxyUrl = url;
+        }
+
         var httpRequestMessage = HttpRequestMessageHelper.Create(requestMessage, proxyUrl);
 
         // Call the URL
diff --git a/src/WireMock.Net/Settings/ProxyUrlReplaceSettings.cs b/src/WireMock.Net/Settings/ProxyUrlReplaceSettings.cs
index 11da3362..61fabc8a 100644
--- a/src/WireMock.Net/Settings/ProxyUrlReplaceSettings.cs
+++ b/src/WireMock.Net/Settings/ProxyUrlReplaceSettings.cs
@@ -14,4 +14,9 @@ public class ProxyUrlReplaceSettings
     /// The new path value to replace the old value with
     /// </summary>
     public string NewValue { get; set; } = null!;
+
+    /// <summary>
+    /// Defines if the case should be ignore when replacing.
+    /// </summary>
+    public bool IgnoreCase { get; set; }
 }
\ No newline at end of file