diff --git a/tests/MMLib.SwaggerForOcelot.Tests/MMLib.SwaggerForOcelot.Tests.csproj b/tests/MMLib.SwaggerForOcelot.Tests/MMLib.SwaggerForOcelot.Tests.csproj
index 200316a..5cbb65d 100644
--- a/tests/MMLib.SwaggerForOcelot.Tests/MMLib.SwaggerForOcelot.Tests.csproj
+++ b/tests/MMLib.SwaggerForOcelot.Tests/MMLib.SwaggerForOcelot.Tests.csproj
@@ -10,6 +10,8 @@
   </ItemGroup>
   <ItemGroup>
     <None Remove="Resources\AggregatesOpenApiResource.json" />
+    <None Remove="Resources\DifferentOcelotRoutesForOneDownstream.json" />
+    <None Remove="Resources\DifferentOcelotRoutesForOneDownstreamTransformed.json" />
     <None Remove="Tests\BasicConfigurationWithSchemaInHostOverride.json" />
     <None Remove="Tests\Issue_128.json" />
     <None Remove="Tests\Issue_135.json" />
@@ -20,6 +22,8 @@
   </ItemGroup>
   <ItemGroup>
     <EmbeddedResource Include="Resources\AggregatesOpenApiResource.json" />
+    <EmbeddedResource Include="Resources\DifferentOcelotRoutesForOneDownstream.json" />
+    <EmbeddedResource Include="Resources\DifferentOcelotRoutesForOneDownstreamTransformed.json" />
     <EmbeddedResource Include="Resources\OpenApiWithVersionPlaceholderBase.json" />
     <EmbeddedResource Include="Resources\OpenApiWithVersionPlaceholderBaseTransformed.json" />
     <EmbeddedResource Include="Resources\OpenApiBase.json" />
diff --git a/tests/MMLib.SwaggerForOcelot.Tests/Resources/DifferentOcelotRoutesForOneDownstream.json b/tests/MMLib.SwaggerForOcelot.Tests/Resources/DifferentOcelotRoutesForOneDownstream.json
new file mode 100644
index 0000000..61e3bb6
--- /dev/null
+++ b/tests/MMLib.SwaggerForOcelot.Tests/Resources/DifferentOcelotRoutesForOneDownstream.json
@@ -0,0 +1,48 @@
+{
+  "openapi": "3.0.1",
+  "info": {
+    "title": "WebApplication1",
+    "version": "1.0"
+  },
+  "paths": {
+    "/api/test": {
+      "get": {
+        "tags": [
+          "WebApplication1"
+        ],
+        "operationId": "testGet",
+        "responses": {
+          "200": {
+            "description": "OK",
+            "content": {
+              "text/plain": {
+                "schema": {
+                  "type": "string"
+                }
+              }
+            }
+          }
+        }
+      },
+      "post": {
+        "tags": [
+          "WebApplication1"
+        ],
+        "operationId": "testPost",
+        "responses": {
+          "200": {
+            "description": "OK",
+            "content": {
+              "text/plain": {
+                "schema": {
+                  "type": "string"
+                }
+              }
+            }
+          }
+        }
+      }
+    }
+  },
+  "components": {}
+}
\ No newline at end of file
diff --git a/tests/MMLib.SwaggerForOcelot.Tests/Resources/DifferentOcelotRoutesForOneDownstreamTransformed.json b/tests/MMLib.SwaggerForOcelot.Tests/Resources/DifferentOcelotRoutesForOneDownstreamTransformed.json
new file mode 100644
index 0000000..8eda668
--- /dev/null
+++ b/tests/MMLib.SwaggerForOcelot.Tests/Resources/DifferentOcelotRoutesForOneDownstreamTransformed.json
@@ -0,0 +1,68 @@
+{
+  "openapi": "3.0.1",
+  "info": {
+    "title": "WebApplication1",
+    "version": "1.0"
+  },
+  "paths": {
+    "/all/ocelot": {
+      "get": {
+        "tags": [
+          "WebApplication1"
+        ],
+        "operationId": "testGet",
+        "responses": {
+          "200": {
+            "description": "OK",
+            "content": {
+              "text/plain": {
+                "schema": {
+                  "type": "string"
+                }
+              }
+            }
+          }
+        }
+      },
+      "post": {
+        "tags": [
+          "WebApplication1"
+        ],
+        "operationId": "testPost",
+        "responses": {
+          "200": {
+            "description": "OK",
+            "content": {
+              "text/plain": {
+                "schema": {
+                  "type": "string"
+                }
+              }
+            }
+          }
+        }
+      }
+    },
+    "/post/ocelot": {
+      "post": {
+        "tags": [
+          "WebApplication1"
+        ],
+        "operationId": "testPost",
+        "responses": {
+          "200": {
+            "description": "OK",
+            "content": {
+              "text/plain": {
+                "schema": {
+                  "type": "string"
+                }
+              }
+            }
+          }
+        }
+      }
+    }
+  },
+  "components": {}
+}
\ No newline at end of file
diff --git a/tests/MMLib.SwaggerForOcelot.Tests/SwaggerForOcelotMiddlewareShould.cs b/tests/MMLib.SwaggerForOcelot.Tests/SwaggerForOcelotMiddlewareShould.cs
index bd112a6..3b45240 100644
--- a/tests/MMLib.SwaggerForOcelot.Tests/SwaggerForOcelotMiddlewareShould.cs
+++ b/tests/MMLib.SwaggerForOcelot.Tests/SwaggerForOcelotMiddlewareShould.cs
@@ -30,6 +30,87 @@ namespace MMLib.SwaggerForOcelot.Tests
 {
     public class SwaggerForOcelotMiddlewareShould
     {
+        [Fact]
+        public async Task TransformDifferentOcelotRoutesForOneDownstreamPath()
+        {
+            // Arrange
+            const string version = "v1";
+            const string key = "test";
+            HttpContext httpContext = GetHttpContext(requestPath: $"/{version}/{key}");
+            IMemoryCache memoryCache = new MemoryCache(Options.Create(new MemoryCacheOptions()));
+
+            var next = new TestRequestDelegate();
+
+            // What is being tested
+            var swaggerForOcelotOptions = new SwaggerForOcelotUIOptions();
+            TestSwaggerEndpointOptions swaggerEndpointOptions = CreateSwaggerEndpointOptions(key, version);
+            var routeOptions = new TestRouteOptions(new List<RouteOptions>
+            {
+                new()
+                {
+                    SwaggerKey = "test",
+                    UpstreamPathTemplate = "/all/ocelot",
+                    DownstreamPathTemplate = "/api/test",
+                },
+                new ()
+                {
+                    SwaggerKey = "test",
+                    UpstreamPathTemplate = "/post/ocelot",
+                    UpstreamHttpMethod = [ "Post" ],
+                    DownstreamPathTemplate = "/api/test",
+                }
+            });
+
+            // downstreamSwagger is returned when client.GetStringAsync is called by the middleware.
+            string downstreamSwagger = await GetBaseOpenApi("DifferentOcelotRoutesForOneDownstream");
+            HttpClient httClientMock = GetHttpClient(downstreamSwagger);
+            var httpClientFactory = new TestHttpClientFactory(httClientMock);
+
+            // upstreamSwagger is returned after swaggerJsonTransformer transforms the downstreamSwagger
+            string expectedSwagger = await GetBaseOpenApi("DifferentOcelotRoutesForOneDownstreamTransformed");
+
+            var swaggerJsonTransformerMock = new Mock<ISwaggerJsonTransformer>();
+            swaggerJsonTransformerMock
+                .Setup(x => x.Transform(
+                    It.IsAny<string>(),
+                    It.IsAny<IEnumerable<RouteOptions>>(),
+                    It.IsAny<string>(),
+                    It.IsAny<SwaggerEndPointOptions>()))
+                .Returns((
+                    string swaggerJson,
+                    IEnumerable<RouteOptions> routeOptions,
+                    string serverOverride,
+                    SwaggerEndPointOptions options) => new SwaggerJsonTransformer(OcelotSwaggerGenOptions.Default, memoryCache)
+                    .Transform(swaggerJson, routeOptions, serverOverride, options));
+            var swaggerForOcelotMiddleware = new SwaggerForOcelotMiddleware(
+                next.Invoke,
+                swaggerForOcelotOptions,
+                routeOptions,
+                swaggerJsonTransformerMock.Object,
+                Substitute.For<ISwaggerProvider>());
+
+            // Act
+            await swaggerForOcelotMiddleware.Invoke(
+                httpContext,
+                new SwaggerEndPointProvider(swaggerEndpointOptions, OcelotSwaggerGenOptions.Default),
+                new DownstreamSwaggerDocsRepository(Options.Create(swaggerForOcelotOptions),
+                    httpClientFactory, DummySwaggerServiceDiscoveryProvider.Default));
+            httpContext.Response.Body.Seek(0, SeekOrigin.Begin);
+
+            // Assert
+            using (var streamReader = new StreamReader(httpContext.Response.Body))
+            {
+                string transformedUpstreamSwagger = await streamReader.ReadToEndAsync();
+                AreEqual(transformedUpstreamSwagger, expectedSwagger);
+            }
+
+            swaggerJsonTransformerMock.Verify(x => x.Transform(
+                It.IsAny<string>(),
+                It.IsAny<IEnumerable<RouteOptions>>(),
+                It.IsAny<string>(),
+                It.IsAny<SwaggerEndPointOptions>()), Times.Once);
+        }
+
         [Fact]
         public async Task AllowVersionPlaceholder()
         {