Hi, I define two template paths with the following implementation: public class UndertowTwoPathVariablesApplication { private static final Logger LOGGER = LoggerFactory.getLogger(UndertowTwoPathVariablesApplication.class); public static void main(final String[] args) { Undertow.builder() .addHttpListener(8080, "localhost") .setHandler( Handlers.routing() .get("/api/v1/orders/{orderId}/items/", (exchange) -> { LOGGER.info("The path template defined is '/api/v1/orders/{orderId}/items/'"); LOGGER.info("The request URI '{}'", exchange.getRequestURI()); exchange.getResponseHeaders().put(Headers.CONTENT_TYPE, "text/plain"); exchange.setStatusCode(StatusCodes.OK) .getResponseSender().send("Retrieve all Items of the Order '" + exchange.getQueryParameters().get("orderId").getLast() + "'"); }) .get("/api/v1/orders/{orderId}/items/{itemId}", (exchange) -> { LOGGER.info("The path template defined is '/api/v1/orders/{orderId}/items/{itemId}'"); LOGGER.info("The request URI '{}'", exchange.getRequestURI()); exchange.getResponseHeaders().put(Headers.CONTENT_TYPE, "text/plain"); exchange.setStatusCode(StatusCodes.OK) .getResponseSender().send( "Retrieve the Item '" + exchange.getQueryParameters().get("itemId").getLast() + "' of the Order '" + exchange.getQueryParameters().get("orderId").getLast() + "'"); })) .build() .start(); } } And using the version 2.0.0.Beta1 of undertow-core I can not enter to the first Handler defined. boggard@xiuhcoatl:~$ curl -v 'http://localhost:8080/api/v1/orders/12345/items' * Trying 127.0.0.1... * TCP_NODELAY set * Connected to localhost (127.0.0.1) port 8080 (#0) < HTTP/1.1 404 Not Found < Connection: keep-alive < Content-Length: 0 < Date: Fri, 02 Feb 2018 08:08:48 GMT < * Connection #0 to host localhost left intact boggard@xiuhcoatl:~$ curl -v 'http://localhost:8080/api/v1/orders/12345/items/' * Trying 127.0.0.1... * TCP_NODELAY set * Connected to localhost (127.0.0.1) port 8080 (#0) < HTTP/1.1 200 OK < Connection: keep-alive < Content-Type: text/plain < Content-Length: 41 < Date: Fri, 02 Feb 2018 08:09:15 GMT < * Connection #0 to host localhost left intact Retrieve the Item '' of the Order '12345' boggard@xiuhcoatl:~$ curl -v 'http://localhost:8080/api/v1/orders/12345/items/' * Trying 127.0.0.1... * TCP_NODELAY set * Connected to localhost (127.0.0.1) port 8080 (#0) < HTTP/1.1 200 OK < Connection: keep-alive < Content-Type: text/plain < Content-Length: 41 < Date: Fri, 02 Feb 2018 08:09:15 GMT < * Connection #0 to host localhost left intact Retrieve the Item '' of the Order '12345' This not happen when the path have just one path variable. I create the repo https://github.com/b0gg4rd/undertow-path-variable with the two implementations. Best Regards Fernando Cruz