diff --git a/httpclient-okhttp/src/test/java/io/fabric8/kubernetes/client/okhttp/OkHttpPostTest.java b/httpclient-okhttp/src/test/java/io/fabric8/kubernetes/client/okhttp/OkHttpPostTest.java
index 90753a04a2c..f3f33d07dbc 100644
--- a/httpclient-okhttp/src/test/java/io/fabric8/kubernetes/client/okhttp/OkHttpPostTest.java
+++ b/httpclient-okhttp/src/test/java/io/fabric8/kubernetes/client/okhttp/OkHttpPostTest.java
@@ -17,7 +17,9 @@
 
 import io.fabric8.kubernetes.client.http.AbstractHttpPostTest;
 import io.fabric8.kubernetes.client.http.HttpClient;
+import org.junit.jupiter.api.condition.OS;
 
+import java.io.InterruptedIOException;
 import java.net.ConnectException;
 
 @SuppressWarnings("java:S2187")
@@ -29,6 +31,10 @@ protected HttpClient.Factory getHttpClientFactory() {
 
   @Override
   protected Class<? extends Exception> getConnectionFailedExceptionType() {
-    return ConnectException.class;
+    if (OS.WINDOWS.equals(OS.current())) {
+      return InterruptedIOException.class;
+    } else {
+      return ConnectException.class;
+    }
   }
 }
diff --git a/httpclient-okhttp/src/test/java/io/fabric8/kubernetes/client/okhttp/OkHttpPutTest.java b/httpclient-okhttp/src/test/java/io/fabric8/kubernetes/client/okhttp/OkHttpPutTest.java
index 34d5ff00356..71bbab0c5b3 100644
--- a/httpclient-okhttp/src/test/java/io/fabric8/kubernetes/client/okhttp/OkHttpPutTest.java
+++ b/httpclient-okhttp/src/test/java/io/fabric8/kubernetes/client/okhttp/OkHttpPutTest.java
@@ -17,7 +17,9 @@
 
 import io.fabric8.kubernetes.client.http.AbstractHttpPutTest;
 import io.fabric8.kubernetes.client.http.HttpClient;
+import org.junit.jupiter.api.condition.OS;
 
+import java.io.InterruptedIOException;
 import java.net.ConnectException;
 
 @SuppressWarnings("java:S2187")
@@ -29,6 +31,10 @@ protected HttpClient.Factory getHttpClientFactory() {
 
   @Override
   protected Class<? extends Exception> getConnectionFailedExceptionType() {
-    return ConnectException.class;
+    if (OS.WINDOWS.equals(OS.current())) {
+      return InterruptedIOException.class;
+    } else {
+      return ConnectException.class;
+    }
   }
 }
diff --git a/kubernetes-client-api/src/test/java/io/fabric8/kubernetes/client/http/AbstractHttpPostTest.java b/kubernetes-client-api/src/test/java/io/fabric8/kubernetes/client/http/AbstractHttpPostTest.java
index d10a72f69da..47a406f0314 100644
--- a/kubernetes-client-api/src/test/java/io/fabric8/kubernetes/client/http/AbstractHttpPostTest.java
+++ b/kubernetes-client-api/src/test/java/io/fabric8/kubernetes/client/http/AbstractHttpPostTest.java
@@ -21,8 +21,6 @@
 import org.junit.jupiter.api.BeforeAll;
 import org.junit.jupiter.api.DisplayName;
 import org.junit.jupiter.api.Test;
-import org.junit.jupiter.api.condition.DisabledOnOs;
-import org.junit.jupiter.api.condition.OS;
 
 import java.io.ByteArrayInputStream;
 import java.io.IOException;
@@ -160,7 +158,6 @@ public void expectContinue() throws Exception {
   }
 
   @Test
-  @DisabledOnOs(OS.WINDOWS)
   public void expectFailure() throws IOException, URISyntaxException {
     try (final ServerSocket serverSocket = new ServerSocket(0)) {
 
diff --git a/kubernetes-client-api/src/test/java/io/fabric8/kubernetes/client/http/AbstractHttpPutTest.java b/kubernetes-client-api/src/test/java/io/fabric8/kubernetes/client/http/AbstractHttpPutTest.java
index 83326ff05d1..e24dc11a4ca 100644
--- a/kubernetes-client-api/src/test/java/io/fabric8/kubernetes/client/http/AbstractHttpPutTest.java
+++ b/kubernetes-client-api/src/test/java/io/fabric8/kubernetes/client/http/AbstractHttpPutTest.java
@@ -21,8 +21,6 @@
 import org.junit.jupiter.api.BeforeAll;
 import org.junit.jupiter.api.DisplayName;
 import org.junit.jupiter.api.Test;
-import org.junit.jupiter.api.condition.DisabledOnOs;
-import org.junit.jupiter.api.condition.OS;
 
 import java.io.ByteArrayInputStream;
 import java.io.IOException;
@@ -96,7 +94,6 @@ public void putInputStreamBody() throws Exception {
   }
 
   @Test
-  @DisabledOnOs(OS.WINDOWS)
   public void expectFailure() throws IOException, URISyntaxException {
     try (final ServerSocket serverSocket = new ServerSocket(0)) {