diff --git a/webclient/webclient/src/main/java/io/helidon/webclient/NettyClientHandler.java b/webclient/webclient/src/main/java/io/helidon/webclient/NettyClientHandler.java
index efb9e93d35f..848fc116e91 100644
--- a/webclient/webclient/src/main/java/io/helidon/webclient/NettyClientHandler.java
+++ b/webclient/webclient/src/main/java/io/helidon/webclient/NettyClientHandler.java
@@ -49,6 +49,7 @@
 import static io.helidon.webclient.WebClientRequestBuilderImpl.IN_USE;
 import static io.helidon.webclient.WebClientRequestBuilderImpl.RECEIVED;
 import static io.helidon.webclient.WebClientRequestBuilderImpl.REQUEST;
+import static io.helidon.webclient.WebClientRequestBuilderImpl.REQUEST_ID;
 import static io.helidon.webclient.WebClientRequestBuilderImpl.RESPONSE;
 import static io.helidon.webclient.WebClientRequestBuilderImpl.RESULT;
 
@@ -69,6 +70,7 @@ class NettyClientHandler extends SimpleChannelInboundHandler<HttpObject> {
 
     private HttpResponsePublisher publisher;
     private ResponseCloser responseCloser;
+    private long requestId;
 
     /**
      * Creates new instance.
@@ -87,10 +89,13 @@ public void channelReadComplete(ChannelHandlerContext ctx) {
     @Override
     protected void channelRead0(ChannelHandlerContext ctx, HttpObject msg) throws IOException {
         if (msg instanceof HttpResponse) {
-            ctx.channel().config().setAutoRead(false);
+            Channel channel = ctx.channel();
+            channel.config().setAutoRead(false);
             HttpResponse response = (HttpResponse) msg;
-            WebClientRequestImpl clientRequest = ctx.channel().attr(REQUEST).get();
+            this.requestId = channel.attr(REQUEST_ID).get();
+            WebClientRequestImpl clientRequest = channel.attr(REQUEST).get();
             RequestConfiguration requestConfiguration = clientRequest.configuration();
+            LOGGER.finest(() -> "(client reqID: " + requestId + ") Initial http response message received.");
 
             this.publisher = new HttpResponsePublisher(ctx);
             this.responseCloser = new ResponseCloser(ctx);
@@ -111,7 +116,7 @@ protected void channelRead0(ChannelHandlerContext ctx, HttpObject msg) throws IO
             // we got a response, we can safely complete the future
             // all errors are now fed only to the publisher
             WebClientResponse clientResponse = responseBuilder.build();
-            ctx.channel().attr(RESPONSE).set(clientResponse);
+            channel.attr(RESPONSE).set(clientResponse);
 
             for (HttpInterceptor interceptor : HTTP_INTERCEPTORS) {
                 if (interceptor.shouldIntercept(response.status(), requestConfiguration)) {
@@ -119,7 +124,7 @@ protected void channelRead0(ChannelHandlerContext ctx, HttpObject msg) throws IO
                     if (continueAfter) {
                         responseCloser.close().thenAccept(future -> LOGGER.finest(() -> "Response closed due to redirection"));
                     }
-                    interceptor.handleInterception(response, clientRequest, ctx.channel().attr(RESULT).get());
+                    interceptor.handleInterception(response, clientRequest, channel.attr(RESULT).get());
                     if (continueAfter) {
                         return;
                     }
@@ -134,7 +139,7 @@ protected void channelRead0(ChannelHandlerContext ctx, HttpObject msg) throws IO
                                                      clientResponse.headers(),
                                                      clientResponse.status());
 
-            ctx.channel().attr(SERVICE_RESPONSE).set(clientServiceResponse);
+            channel.attr(SERVICE_RESPONSE).set(clientServiceResponse);
 
             List<WebClientService> services = requestConfiguration.services();
             CompletionStage<WebClientServiceResponse> csr = CompletableFuture.completedFuture(clientServiceResponse);
@@ -143,8 +148,8 @@ protected void channelRead0(ChannelHandlerContext ctx, HttpObject msg) throws IO
                 csr = csr.thenCompose(clientSerResponse -> service.response(clientRequest, clientSerResponse));
             }
 
-            CompletableFuture<WebClientServiceResponse> responseReceived = ctx.channel().attr(RECEIVED).get();
-            CompletableFuture<WebClientResponse> responseFuture = ctx.channel().attr(RESULT).get();
+            CompletableFuture<WebClientServiceResponse> responseReceived = channel.attr(RECEIVED).get();
+            CompletableFuture<WebClientResponse> responseFuture = channel.attr(RESULT).get();
             csr.whenComplete((clientSerResponse, throwable) -> {
                 if (throwable != null) {
                     responseReceived.completeExceptionally(throwable);
@@ -176,6 +181,7 @@ protected void channelRead0(ChannelHandlerContext ctx, HttpObject msg) throws IO
         }
 
         if (msg instanceof LastHttpContent) {
+            LOGGER.finest(() -> "(client reqID: " + requestId + ") Last http content received.");
             responseCloser.close();
         }
     }
@@ -286,6 +292,7 @@ boolean isClosed() {
          */
         Single<Void> close() {
             if (closed.compareAndSet(false, true)) {
+                LOGGER.finest(() -> "(client reqID: " + requestId + ") Closing the response from the server.");
                 Channel channel = ctx.channel();
                 WebClientServiceResponse clientServiceResponse = channel.attr(SERVICE_RESPONSE).get();
                 CompletableFuture<WebClientServiceResponse> requestComplete = channel.attr(COMPLETED).get();
@@ -297,7 +304,8 @@ Single<Void> close() {
                     ctx.close()
                             .addListener(future -> {
                                 if (future.isSuccess()) {
-                                    LOGGER.finest(() -> "Response from the server has been closed.");
+                                    LOGGER.finest(() -> "(client reqID: " + requestId + ") "
+                                            + "Response from the server has been closed.");
                                     cf.complete(null);
                                 } else {
                                     LOGGER.log(Level.SEVERE,
@@ -307,6 +315,7 @@ Single<Void> close() {
                                 }
                             });
                 } else {
+                    LOGGER.finest(() -> "(client reqID: " + requestId + ") Returning channel to the cache.");
                     channel.attr(IN_USE).get().set(false);
                     cf.complete(null);
                     channel.read();
diff --git a/webclient/webclient/src/main/java/io/helidon/webclient/RedirectInterceptor.java b/webclient/webclient/src/main/java/io/helidon/webclient/RedirectInterceptor.java
index c5b33c9d796..026048ef297 100644
--- a/webclient/webclient/src/main/java/io/helidon/webclient/RedirectInterceptor.java
+++ b/webclient/webclient/src/main/java/io/helidon/webclient/RedirectInterceptor.java
@@ -37,8 +37,9 @@ public void handleInterception(HttpResponse httpResponse,
                                    WebClientRequestImpl clientRequest,
                                    CompletableFuture<WebClientResponse> responseFuture) {
         if (httpResponse.headers().contains(Http.Header.LOCATION)) {
+            long requestId = clientRequest.configuration().requestId();
             String newUri = httpResponse.headers().get(Http.Header.LOCATION);
-            LOGGER.fine(() -> "Redirecting to " + newUri);
+            LOGGER.finest(() -> "(client reqID: " + requestId + ") Redirecting to " + newUri);
             WebClientRequestBuilder requestBuilder = WebClientRequestBuilderImpl
                     .create(clientRequest);
             if (URI.create(newUri).getHost() == null) {
diff --git a/webclient/webclient/src/main/java/io/helidon/webclient/RequestConfiguration.java b/webclient/webclient/src/main/java/io/helidon/webclient/RequestConfiguration.java
index e7d6091fc3c..eca47003e9c 100644
--- a/webclient/webclient/src/main/java/io/helidon/webclient/RequestConfiguration.java
+++ b/webclient/webclient/src/main/java/io/helidon/webclient/RequestConfiguration.java
@@ -28,6 +28,7 @@
 class RequestConfiguration extends WebClientConfiguration {
 
     private final URI requestURI;
+    private final long requestId;
     private final WebClientServiceRequest clientServiceRequest;
     private final List<WebClientService> services;
 
@@ -36,6 +37,7 @@ private RequestConfiguration(Builder builder) {
         requestURI = builder.requestURI;
         clientServiceRequest = builder.clientServiceRequest;
         services = builder.services;
+        requestId = builder.requestId;
     }
 
     URI requestURI() {
@@ -50,6 +52,10 @@ List<WebClientService> services() {
         return services;
     }
 
+    long requestId() {
+        return requestId;
+    }
+
     static Builder builder(URI requestURI) {
         return new Builder(requestURI);
     }
@@ -57,6 +63,7 @@ static Builder builder(URI requestURI) {
     static final class Builder extends WebClientConfiguration.Builder<Builder, RequestConfiguration> {
 
         private final URI requestURI;
+        private long requestId = -1;
         private WebClientServiceRequest clientServiceRequest;
         private List<WebClientService> services = new ArrayList<>();
 
@@ -74,6 +81,11 @@ Builder services(List<WebClientService> services) {
             return this;
         }
 
+        Builder requestId(long requestId) {
+            this.requestId = requestId;
+            return this;
+        }
+
         @Override
         public RequestConfiguration build() {
             return new RequestConfiguration(this);
diff --git a/webclient/webclient/src/main/java/io/helidon/webclient/RequestContentSubscriber.java b/webclient/webclient/src/main/java/io/helidon/webclient/RequestContentSubscriber.java
index aac938d7108..c025004e6ea 100644
--- a/webclient/webclient/src/main/java/io/helidon/webclient/RequestContentSubscriber.java
+++ b/webclient/webclient/src/main/java/io/helidon/webclient/RequestContentSubscriber.java
@@ -33,6 +33,7 @@
 import io.netty.util.concurrent.GenericFutureListener;
 
 import static io.helidon.webclient.WebClientRequestBuilderImpl.REQUEST;
+import static io.helidon.webclient.WebClientRequestBuilderImpl.REQUEST_ID;
 
 /**
  * Subscriber which handles entity sending.
@@ -46,6 +47,7 @@ class RequestContentSubscriber implements Flow.Subscriber<DataChunk> {
     private final CompletableFuture<WebClientServiceRequest> sent;
     private final DefaultHttpRequest request;
     private final Channel channel;
+    private final long requestId;
 
     private volatile Flow.Subscription subscription;
     private volatile DataChunk firstDataChunk;
@@ -59,13 +61,14 @@ class RequestContentSubscriber implements Flow.Subscriber<DataChunk> {
         this.channel = channel;
         this.responseFuture = responseFuture;
         this.sent = sent;
+        this.requestId = channel.attr(REQUEST_ID).get();
     }
 
     @Override
     public void onSubscribe(Flow.Subscription subscription) {
         this.subscription = subscription;
         subscription.request(1);
-        LOGGER.finest(() -> "Writing sending request and its content to the server.");
+        LOGGER.finest(() -> "(client reqID: " + requestId + ") Writing sending request and its content to the server.");
     }
 
     @Override
@@ -103,7 +106,8 @@ public void onError(Throwable throwable) {
     @Override
     public void onComplete() {
         if (lengthOptimization) {
-            LOGGER.finest(() -> "Message body contains only one data chunk. Setting chunked encoding to false.");
+            LOGGER.finest(() -> "(client reqID: " + requestId + ") "
+                    + "Message body contains only one data chunk. Setting chunked encoding to false.");
             HttpUtil.setTransferEncodingChunked(request, false);
             if (firstDataChunk != null) {
                 HttpUtil.setContentLength(request, firstDataChunk.remaining());
@@ -113,26 +117,28 @@ public void onComplete() {
                 sendData(firstDataChunk);
             }
         }
-        LOGGER.finest(() -> "Sending last http content");
+        LOGGER.finest(() -> "(client reqID: " + requestId + ") Sending last http content");
         channel.writeAndFlush(LAST_HTTP_CONTENT)
-                .addListener(completeOnFailureListener("An exception occurred when writing last http content."))
+                .addListener(completeOnFailureListener("(client reqID: " + requestId + ") "
+                                                               + "An exception occurred when writing last http content."))
                 .addListener(ChannelFutureListener.CLOSE_ON_FAILURE);
 
         WebClientRequestImpl clientRequest = channel.attr(REQUEST).get();
         WebClientServiceRequest serviceRequest = clientRequest.configuration().clientServiceRequest();
         sent.complete(serviceRequest);
+        LOGGER.finest(() -> "(client reqID: " + requestId + ") Request sent");
     }
 
     private void sendData(DataChunk data) {
-        LOGGER.finest(() -> "Sending data chunk");
+        LOGGER.finest(() -> "(client reqID: " + requestId + ") Sending data chunk");
         DefaultHttpContent httpContent = new DefaultHttpContent(Unpooled.wrappedBuffer(data.data()));
         channel.writeAndFlush(httpContent)
                 .addListener(future -> {
                     data.release();
                     subscription.request(1);
-                    LOGGER.finest(() -> "Data chunk sent with result: " + future.isSuccess());
+                    LOGGER.finest(() -> "(client reqID: " + requestId + ") Data chunk sent with result: " + future.isSuccess());
                 })
-                .addListener(completeOnFailureListener("Failure when sending a content!"))
+                .addListener(completeOnFailureListener("(client reqID: " + requestId + ") Failure when sending a content!"))
                 .addListener(ChannelFutureListener.CLOSE_ON_FAILURE);
     }
 
diff --git a/webclient/webclient/src/main/java/io/helidon/webclient/WebClientRequestBuilder.java b/webclient/webclient/src/main/java/io/helidon/webclient/WebClientRequestBuilder.java
index 20805ec7cc5..77641634fda 100644
--- a/webclient/webclient/src/main/java/io/helidon/webclient/WebClientRequestBuilder.java
+++ b/webclient/webclient/src/main/java/io/helidon/webclient/WebClientRequestBuilder.java
@@ -257,6 +257,14 @@ public interface WebClientRequestBuilder {
      */
     WebClientRequestBuilder keepAlive(boolean keepAlive);
 
+    /**
+     * Set new request id. This id is used in logging messages.
+     *
+     * @param requestId new request id
+     * @return updated builder instance
+     */
+    WebClientRequestBuilder requestId(long requestId);
+
     /**
      * Performs prepared request and transforms response to requested type.
      *
diff --git a/webclient/webclient/src/main/java/io/helidon/webclient/WebClientRequestBuilderImpl.java b/webclient/webclient/src/main/java/io/helidon/webclient/WebClientRequestBuilderImpl.java
index d2d1704655b..e6a08379b84 100644
--- a/webclient/webclient/src/main/java/io/helidon/webclient/WebClientRequestBuilderImpl.java
+++ b/webclient/webclient/src/main/java/io/helidon/webclient/WebClientRequestBuilderImpl.java
@@ -94,6 +94,7 @@ class WebClientRequestBuilderImpl implements WebClientRequestBuilder {
     static final AttributeKey<AtomicBoolean> IN_USE = AttributeKey.valueOf("inUse");
     static final AttributeKey<WebClientResponse> RESPONSE = AttributeKey.valueOf("response");
     static final AttributeKey<ConnectionIdent> CONNECTION_IDENT = AttributeKey.valueOf("connectionIdent");
+    static final AttributeKey<Long> REQUEST_ID = AttributeKey.valueOf("requestID");
 
     private static final AtomicLong REQUEST_NUMBER = new AtomicLong(0);
     private static final String DEFAULT_TRANSPORT_PROTOCOL = "http";
@@ -128,6 +129,7 @@ class WebClientRequestBuilderImpl implements WebClientRequestBuilder {
     private Duration readTimeout;
     private Duration connectTimeout;
     private boolean keepAlive;
+    private Long requestId;
 
     private WebClientRequestBuilderImpl(LazyValue<NioEventLoopGroup> eventGroup,
                                         WebClientConfiguration configuration,
@@ -147,7 +149,8 @@ private WebClientRequestBuilderImpl(LazyValue<NioEventLoopGroup> eventGroup,
         this.services = configuration.clientServices();
         this.readerContext = MessageBodyReaderContext.create(configuration.readerContext());
         this.writerContext = MessageBodyWriterContext.create(configuration.writerContext(), headers);
-        Context.Builder contextBuilder = Context.builder().id("webclient-" + REQUEST_NUMBER.incrementAndGet());
+        this.requestId = null;
+        Context.Builder contextBuilder = Context.builder().id("webclient-" + requestId);
         configuration.context().ifPresentOrElse(contextBuilder::parent,
                                                 () -> Contexts.context().ifPresent(contextBuilder::parent));
         this.context = contextBuilder.build();
@@ -365,6 +368,12 @@ public WebClientRequestBuilder keepAlive(boolean keepAlive) {
         return this;
     }
 
+    @Override
+    public WebClientRequestBuilder requestId(long requestId) {
+        this.requestId = requestId;
+        return this;
+    }
+
     @Override
     public <T> Single<T> request(Class<T> responseType) {
         return request(GenericType.create(responseType));
@@ -425,6 +434,10 @@ public MessageBodyWriterContext writerContext() {
         return writerContext;
     }
 
+    long requestId() {
+        return requestId;
+    }
+
     Http.RequestMethod method() {
         return method;
     }
@@ -481,6 +494,10 @@ private <T> Single<T> invokeWithEntity(Flow.Publisher<DataChunk> requestEntity,
 
     private Single<WebClientResponse> invoke(Flow.Publisher<DataChunk> requestEntity) {
         this.uri = prepareFinalURI();
+        if (requestId == null) {
+            requestId = REQUEST_NUMBER.incrementAndGet();
+        }
+//        LOGGER.finest(() -> "(client reqID: " + requestId + ") Request final URI: " + uri);
         CompletableFuture<WebClientServiceRequest> sent = new CompletableFuture<>();
         CompletableFuture<WebClientServiceResponse> responseReceived = new CompletableFuture<>();
         CompletableFuture<WebClientServiceResponse> complete = new CompletableFuture<>();
@@ -498,6 +515,7 @@ private Single<WebClientResponse> invoke(Flow.Publisher<DataChunk> requestEntity
         }
 
         return Single.create(rcs.thenCompose(serviceRequest -> {
+            requestId = serviceRequest.requestId();
             HttpHeaders headers = toNettyHttpHeaders();
             DefaultHttpRequest request = new DefaultHttpRequest(toNettyHttpVersion(httpVersion),
                                                                 toNettyMethod(method),
@@ -517,6 +535,7 @@ private Single<WebClientResponse> invoke(Flow.Publisher<DataChunk> requestEntity
                     .context(context)
                     .proxy(proxy)
                     .keepAlive(keepAlive)
+                    .requestId(requestId)
                     .build();
             WebClientRequestImpl clientRequest = new WebClientRequestImpl(this);
 
@@ -535,12 +554,13 @@ private Single<WebClientResponse> invoke(Flow.Publisher<DataChunk> requestEntity
                     : bootstrap.connect(uri.getHost(), uri.getPort());
 
             channelFuture.addListener((ChannelFutureListener) future -> {
-                LOGGER.finest(() -> "ChannelFuture hashcode -> " + channelFuture.hashCode());
-                LOGGER.finest(() -> "Channel hashcode -> " + channelFuture.channel().hashCode());
+                LOGGER.finest(() -> "(client reqID: " + requestId + ") "
+                        + "Channel hashcode -> " + channelFuture.channel().hashCode());
                 channelFuture.channel().attr(REQUEST).set(clientRequest);
                 channelFuture.channel().attr(RECEIVED).set(responseReceived);
                 channelFuture.channel().attr(COMPLETED).set(complete);
                 channelFuture.channel().attr(RESULT).set(result);
+                channelFuture.channel().attr(REQUEST_ID).set(requestId);
                 Throwable cause = future.cause();
                 if (null == cause) {
                     RequestContentSubscriber requestContentSubscriber = new RequestContentSubscriber(request,
diff --git a/webclient/webclient/src/main/java/io/helidon/webclient/WebClientServiceRequest.java b/webclient/webclient/src/main/java/io/helidon/webclient/WebClientServiceRequest.java
index 4fa591fb65a..91d626c4d6a 100644
--- a/webclient/webclient/src/main/java/io/helidon/webclient/WebClientServiceRequest.java
+++ b/webclient/webclient/src/main/java/io/helidon/webclient/WebClientServiceRequest.java
@@ -40,6 +40,20 @@ public interface WebClientServiceRequest extends HttpRequest {
      */
     Context context();
 
+    /**
+     * Request id which will be used in logging messages.
+     *
+     * @return current request id
+     */
+    long requestId();
+
+    /**
+     * Set new request id. This id is used in logging messages.
+     *
+     * @param requestId new request id
+     */
+    void requestId(long requestId);
+
     /**
      * Completes when the request part of this request is done (e.g. we have sent all headers and bytes).
      *
diff --git a/webclient/webclient/src/main/java/io/helidon/webclient/WebClientServiceRequestImpl.java b/webclient/webclient/src/main/java/io/helidon/webclient/WebClientServiceRequestImpl.java
index 827cd0b0f02..e0c0f3c7e0e 100644
--- a/webclient/webclient/src/main/java/io/helidon/webclient/WebClientServiceRequestImpl.java
+++ b/webclient/webclient/src/main/java/io/helidon/webclient/WebClientServiceRequestImpl.java
@@ -43,6 +43,8 @@ class WebClientServiceRequestImpl implements WebClientServiceRequest {
     private final Single<WebClientServiceResponse> responseReceived;
     private final Single<WebClientServiceResponse> complete;
 
+    private long requestId;
+
     WebClientServiceRequestImpl(WebClientRequestBuilderImpl requestBuilder,
                                 Single<WebClientServiceRequest> sent,
                                 Single<WebClientServiceResponse> responseReceived,
@@ -58,6 +60,7 @@ class WebClientServiceRequestImpl implements WebClientServiceRequest {
         this.path = requestBuilder.path();
         this.fragment = requestBuilder.fragment();
         this.parameters = new HashMap<>(requestBuilder.properties());
+        this.requestId = requestBuilder.requestId();
         this.sent = sent;
         this.complete = complete;
     }
@@ -72,6 +75,16 @@ public Context context() {
         return context;
     }
 
+    @Override
+    public long requestId() {
+        return requestId;
+    }
+
+    @Override
+    public void requestId(long requestId) {
+        this.requestId = requestId;
+    }
+
     @Override
     public Single<WebClientServiceRequest> whenSent() {
         return sent;