diff --git a/src/Ocelot/Authorisation/ClaimsAuthoriser.cs b/src/Ocelot/Authorisation/ClaimsAuthoriser.cs
index 29acb685..4db1045c 100644
--- a/src/Ocelot/Authorisation/ClaimsAuthoriser.cs
+++ b/src/Ocelot/Authorisation/ClaimsAuthoriser.cs
@@ -20,22 +20,22 @@ namespace Ocelot.Authorisation
         {
             foreach (var required in routeClaimsRequirement)
             {
-                var value = _claimsParser.GetValue(claimsPrincipal.Claims, required.Key, string.Empty, 0);
+                var values = _claimsParser.GetValuesByClaimType(claimsPrincipal.Claims, required.Key);
 
-                if (value.IsError)
+                if (values.IsError)
                 {
-                    return new ErrorResponse<bool>(value.Errors);
+                    return new ErrorResponse<bool>(values.Errors);
                 }
 
-                if (value.Data != null)
+                if (values.Data != null)
                 {
-                    var authorised = value.Data == required.Value;
+                    var authorised = values.Data.Contains(required.Value);
                     if (!authorised)
                     {
                         return new ErrorResponse<bool>(new List<Error>
                         {
                             new ClaimValueNotAuthorisedError(
-                                $"claim value: {value.Data} is not the same as required value: {required.Value} for type: {required.Key}")
+                                $"claim value: {values.Data} is not the same as required value: {required.Value} for type: {required.Key}")
                         });
                     }
                 }
diff --git a/test/Ocelot.AcceptanceTests/AuthorisationTests.cs b/test/Ocelot.AcceptanceTests/AuthorisationTests.cs
index b30f1db0..aaa4faff 100644
--- a/test/Ocelot.AcceptanceTests/AuthorisationTests.cs
+++ b/test/Ocelot.AcceptanceTests/AuthorisationTests.cs
@@ -235,6 +235,66 @@ namespace Ocelot.AcceptanceTests
                .BDDfy();
         }
 
+        [Fact]
+        public void should_fix_issue_240()
+        {
+           var configuration = new FileConfiguration
+           {
+               ReRoutes = new List<FileReRoute>
+                   {
+                       new FileReRoute
+                       {
+                           DownstreamPathTemplate = "/",
+                           DownstreamHostAndPorts = new List<FileHostAndPort>
+                           {
+                               new FileHostAndPort
+                               {
+                                   Host = "localhost",
+                                   Port = 51876,
+                               }
+                           },
+                           DownstreamScheme = "http",
+                           UpstreamPathTemplate = "/",
+                           UpstreamHttpMethod = new List<string> { "Get" },
+                           AuthenticationOptions = new FileAuthenticationOptions
+                           {
+                               AuthenticationProviderKey = "Test"
+                           },
+                           RouteClaimsRequirement =
+                           {
+                               {"Role", "User"}
+                           }
+                       }
+                   }
+           };
+
+            var users = new List<TestUser>
+            {
+                new TestUser
+                {
+                    Username = "test",
+                    Password = "test",
+                    SubjectId = "registered|1231231",
+                    Claims = new List<Claim>
+                    {
+                        new Claim("Role", "AdminUser"), 
+                        new Claim("Role", "User")
+                    },
+                }
+            };
+
+           this.Given(x => x.GivenThereIsAnIdentityServerOn("http://localhost:51888", "api", AccessTokenType.Jwt, users))
+               .And(x => x.GivenThereIsAServiceRunningOn("http://localhost:51876", 200, "Hello from Laura"))
+               .And(x => _steps.GivenIHaveAToken("http://localhost:51888"))
+               .And(x => _steps.GivenThereIsAConfiguration(configuration))
+               .And(x => _steps.GivenOcelotIsRunning(_options, "Test"))
+               .And(x => _steps.GivenIHaveAddedATokenToMyRequest())
+               .When(x => _steps.WhenIGetUrlOnTheApiGateway("/"))
+               .Then(x => _steps.ThenTheStatusCodeShouldBe(HttpStatusCode.OK))
+               .And(x => _steps.ThenTheResponseBodyShouldBe("Hello from Laura"))
+               .BDDfy();
+        }
+
         private void GivenThereIsAServiceRunningOn(string url, int statusCode, string responseBody)
         {
             _servicebuilder = new WebHostBuilder()
@@ -335,7 +395,75 @@ namespace Ocelot.AcceptanceTests
             _identityServerBuilder.Start();
 
             _steps.VerifyIdentiryServerStarted(url);
+        }
 
+        private void GivenThereIsAnIdentityServerOn(string url, string apiName, AccessTokenType tokenType, List<TestUser> users)
+        {
+            _identityServerBuilder = new WebHostBuilder()
+                .UseUrls(url)
+                .UseKestrel()
+                .UseContentRoot(Directory.GetCurrentDirectory())
+                .UseIISIntegration()
+                .UseUrls(url)
+                .ConfigureServices(services =>
+                {
+                    services.AddLogging();
+                    services.AddIdentityServer()
+                        .AddDeveloperSigningCredential()
+                        .AddInMemoryApiResources(new List<ApiResource>
+                        {
+                            new ApiResource
+                            {
+                                Name = apiName,
+                                Description = "My API",
+                                Enabled = true,
+                                DisplayName = "test",
+                                Scopes = new List<Scope>()
+                                {
+                                    new Scope("api"),
+                                    new Scope("api.readOnly"),
+                                    new Scope("openid"),
+                                    new Scope("offline_access"),
+                                },
+                                ApiSecrets = new List<Secret>()
+                                {
+                                    new Secret
+                                    {
+                                        Value = "secret".Sha256()
+                                    }
+                                },
+                                UserClaims = new List<string>()
+                                {
+                                    "CustomerId", "LocationId", "UserType", "UserId", "Role"
+                                }
+                            },
+
+                        })
+                        .AddInMemoryClients(new List<Client>
+                        {
+                            new Client
+                            {
+                                ClientId = "client",
+                                AllowedGrantTypes = GrantTypes.ResourceOwnerPassword,
+                                ClientSecrets = new List<Secret> {new Secret("secret".Sha256())},
+                                AllowedScopes = new List<string> { apiName, "api.readOnly", "openid", "offline_access" },
+                                AccessTokenType = tokenType,
+                                Enabled = true,
+                                RequireClientSecret = false,
+
+                            }
+                        })
+                        .AddTestUsers(users);
+                })
+                .Configure(app =>
+                {
+                    app.UseIdentityServer();
+                })
+                .Build();
+
+            _identityServerBuilder.Start();
+
+            _steps.VerifyIdentiryServerStarted(url);
         }
 
         public void Dispose()
diff --git a/test/Ocelot.UnitTests/Authorization/ClaimsAuthoriserTests.cs b/test/Ocelot.UnitTests/Authorization/ClaimsAuthoriserTests.cs
index b435f7e7..0333268b 100644
--- a/test/Ocelot.UnitTests/Authorization/ClaimsAuthoriserTests.cs
+++ b/test/Ocelot.UnitTests/Authorization/ClaimsAuthoriserTests.cs
@@ -27,7 +27,25 @@ namespace Ocelot.UnitTests.Authorization
         {
             this.Given(x => x.GivenAClaimsPrincipal(new ClaimsPrincipal(new ClaimsIdentity(new List<Claim>
                 {
-                    new Claim("UserType", "registered")
+                    new Claim("UserType", "registered"),
+
+                }))))
+                .And(x => x.GivenARouteClaimsRequirement(new Dictionary<string, string>
+                {
+                    {"UserType", "registered"}
+                }))
+                .When(x => x.WhenICallTheAuthoriser())
+                .Then(x => x.ThenTheUserIsAuthorised())
+                .BDDfy();
+        }
+
+        [Fact]
+        public void should_authorise_user_multiple_claims_of_same_type()
+        {
+            this.Given(x => x.GivenAClaimsPrincipal(new ClaimsPrincipal(new ClaimsIdentity(new List<Claim>
+                {
+                    new Claim("UserType", "guest"),
+                    new Claim("UserType", "registered"),
                 }))))
                 .And(x => x.GivenARouteClaimsRequirement(new Dictionary<string, string>
                 {