diff --git a/DevProxy.Integration.Tests/BehaviorPluginsIntegrationTests.cs b/DevProxy.Integration.Tests/BehaviorPluginsIntegrationTests.cs
index aa39cf27..f16a7fcd 100644
--- a/DevProxy.Integration.Tests/BehaviorPluginsIntegrationTests.cs
+++ b/DevProxy.Integration.Tests/BehaviorPluginsIntegrationTests.cs
@@ -66,6 +66,42 @@ public async Task GenericRandomError_Rate100_OverridesOriginWithConfiguredError(
         Assert.Equal(HttpStatusCode.ServiceUnavailable, response.StatusCode);
     }
 
+    [Theory]
+    [InlineData("/Get")]
+    [InlineData("/Ge*")]
+    public async Task GenericRandomError_MatchesUrlCaseInsensitively(string errorPath)
+    {
+        await using var origin = await FakeOrigin.StartAsync();
+        var urls = KestrelProxyHarness.BuildUrlsToWatch(origin.Host);
+
+        var config = PluginConfig.FromJson($$"""
+            {
+              "rate": 100,
+              "errors": [
+                {
+                  "request": { "url": "http://{{origin.Host}}{{errorPath}}" },
+                  "responses": [ { "statusCode": 503 } ]
+                }
+              ]
+            }
+            """);
+        var plugin = new GenericRandomErrorPlugin(
+            SharedHttpClient,
+            NullLogger<GenericRandomErrorPlugin>.Instance,
+            urls,
+            ProxyConfig,
+            config);
+
+        await using var proxy = await KestrelProxyHarness.StartAsync(
+            origin.Host, [plugin]);
+        using var client = proxy.CreateHttpClient();
+
+        // urlsToWatch matching ignores case, so error URL matching must too.
+        using var response = await client.GetAsync(new Uri($"http://{origin.Host}/get"));
+
+        Assert.Equal(HttpStatusCode.ServiceUnavailable, response.StatusCode);
+    }
+
     [Fact]
     public async Task GenericRandomError_DynamicRetryAfterOnNon429_IsResolved()
     {
diff --git a/DevProxy.Integration.Tests/ManipulationAndMockingIntegrationTests.cs b/DevProxy.Integration.Tests/ManipulationAndMockingIntegrationTests.cs
index c698aefc..9abdb867 100644
--- a/DevProxy.Integration.Tests/ManipulationAndMockingIntegrationTests.cs
+++ b/DevProxy.Integration.Tests/ManipulationAndMockingIntegrationTests.cs
@@ -320,6 +320,43 @@ public async Task MockResponse_ShortCircuitsWithConfiguredMock()
         Assert.Contains("mocked-by-test", body, StringComparison.Ordinal);
     }
 
+    [Theory]
+    [InlineData("/Get")]
+    [InlineData("/Ge*")]
+    public async Task MockResponse_MatchesUrlCaseInsensitively(string mockPath)
+    {
+        await using var origin = await FakeOrigin.StartAsync();
+        var urls = KestrelProxyHarness.BuildUrlsToWatch(origin.Host);
+
+        var config = PluginConfig.FromJson($$"""
+            {
+              "mocks": [
+                {
+                  "request": { "url": "http://{{origin.Host}}{{mockPath}}", "method": "GET" },
+                  "response": { "statusCode": 201, "body": "mocked-by-test" }
+                }
+              ]
+            }
+            """);
+        var plugin = new MockResponsePlugin(
+            SharedHttpClient,
+            NullLogger<MockResponsePlugin>.Instance,
+            urls,
+            ProxyConfig,
+            config);
+
+        await using var proxy = await KestrelProxyHarness.StartAsync(
+            origin.Host, [plugin]);
+        using var client = proxy.CreateHttpClient();
+
+        using var response = await client.GetAsync(new Uri($"http://{origin.Host}/get"));
+        var body = await response.Content.ReadAsStringAsync();
+
+        // urlsToWatch matching ignores case, so mock URL matching must too.
+        Assert.Equal(HttpStatusCode.Created, response.StatusCode);
+        Assert.Contains("mocked-by-test", body, StringComparison.Ordinal);
+    }
+
     [Fact]
     public async Task Auth_ApiKey_RejectsRequestWithoutKey()
     {
diff --git a/DevProxy.Plugins/Behavior/GenericRandomErrorPlugin.cs b/DevProxy.Plugins/Behavior/GenericRandomErrorPlugin.cs
index d0ff8a8d..6dbe35be 100644
--- a/DevProxy.Plugins/Behavior/GenericRandomErrorPlugin.cs
+++ b/DevProxy.Plugins/Behavior/GenericRandomErrorPlugin.cs
@@ -188,7 +188,7 @@ private static ThrottlingInfo ShouldThrottle(IHttpRequest request, string thrott
                 return false;
             }
 
-            if (errorResponse.Request.Url == request.Url &&
+            if (string.Equals(errorResponse.Request.Url, request.Url, StringComparison.OrdinalIgnoreCase) &&
                 HasMatchingBody(errorResponse, request))
             {
                 return true;
@@ -203,7 +203,7 @@ private static ThrottlingInfo ShouldThrottle(IHttpRequest request, string thrott
 
             // turn mock URL with wildcard into a regex and match against the request URL
             var errorResponseUrlRegex = Regex.Escape(errorResponse.Request.Url).Replace("\\*", ".*", StringComparison.OrdinalIgnoreCase);
-            return Regex.IsMatch(request.Url, $"^{errorResponseUrlRegex}$") &&
+            return Regex.IsMatch(request.Url, $"^{errorResponseUrlRegex}$", RegexOptions.IgnoreCase) &&
                 HasMatchingBody(errorResponse, request);
         });
 
diff --git a/DevProxy.Plugins/Mocking/GraphMockResponsePlugin.cs b/DevProxy.Plugins/Mocking/GraphMockResponsePlugin.cs
index 172ed290..afb6c41b 100644
--- a/DevProxy.Plugins/Mocking/GraphMockResponsePlugin.cs
+++ b/DevProxy.Plugins/Mocking/GraphMockResponsePlugin.cs
@@ -190,7 +190,7 @@ Configuration.Mocks is null ||
             var absoluteRequestFromBatchUrl = ProxyUtils
                 .GetAbsoluteRequestUrlFromBatch(batchRequestUri, request.Url)
                 .ToString();
-            if (mockResponse.Request.Url == absoluteRequestFromBatchUrl)
+            if (string.Equals(mockResponse.Request.Url, absoluteRequestFromBatchUrl, StringComparison.OrdinalIgnoreCase))
             {
                 return true;
             }
@@ -204,7 +204,7 @@ Configuration.Mocks is null ||
 
             //turn mock URL with wildcard into a regex and match against the request URL
             var mockResponseUrlRegex = Regex.Escape(mockResponse.Request.Url).Replace("\\*", ".*", StringComparison.OrdinalIgnoreCase);
-            return Regex.IsMatch(absoluteRequestFromBatchUrl, $"^{mockResponseUrlRegex}$");
+            return Regex.IsMatch(absoluteRequestFromBatchUrl, $"^{mockResponseUrlRegex}$", RegexOptions.IgnoreCase);
         });
         return mockResponse;
     }
diff --git a/DevProxy.Plugins/Mocking/MockResponsePlugin.cs b/DevProxy.Plugins/Mocking/MockResponsePlugin.cs
index ce115b10..60834207 100644
--- a/DevProxy.Plugins/Mocking/MockResponsePlugin.cs
+++ b/DevProxy.Plugins/Mocking/MockResponsePlugin.cs
@@ -304,7 +304,7 @@ Configuration.Mocks is null ||
                 return false;
             }
 
-            if (mockResponse.Request.Url == request.Url &&
+            if (string.Equals(mockResponse.Request.Url, request.Url, StringComparison.OrdinalIgnoreCase) &&
                 HasMatchingBody(mockResponse, request) &&
                 IsNthRequest(mockResponse))
             {
@@ -319,7 +319,7 @@ Configuration.Mocks is null ||
             }
 
             // turn mock URL with wildcard into a regex and match against the request URL
-            return Regex.IsMatch(request.Url, ProxyUtils.PatternToRegex(mockResponse.Request.Url)) &&
+            return Regex.IsMatch(request.Url, ProxyUtils.PatternToRegex(mockResponse.Request.Url), RegexOptions.IgnoreCase) &&
                 HasMatchingBody(mockResponse, request) &&
                 IsNthRequest(mockResponse);
         });
diff --git a/DevProxy.Plugins/Mocking/WebSocketMockResponsePlugin.cs b/DevProxy.Plugins/Mocking/WebSocketMockResponsePlugin.cs
index cd0b5ee5..83348430 100644
--- a/DevProxy.Plugins/Mocking/WebSocketMockResponsePlugin.cs
+++ b/DevProxy.Plugins/Mocking/WebSocketMockResponsePlugin.cs
@@ -268,7 +268,7 @@ private static Task SendAsync(IWebSocketConnection connection, WebSocketMessageM
                 return false;
             }
 
-            return Regex.IsMatch(requestUrl, ProxyUtils.PatternToRegex(mockUrl));
+            return Regex.IsMatch(requestUrl, ProxyUtils.PatternToRegex(mockUrl), RegexOptions.IgnoreCase);
         });
     }
 }