diff --git a/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/main/java/org/apache/nifi/processors/standard/MergeContent.java b/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/main/java/org/apache/nifi/processors/standard/MergeContent.java
index 1c77cbd00f..3401d665a3 100644
--- a/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/main/java/org/apache/nifi/processors/standard/MergeContent.java
+++ b/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/main/java/org/apache/nifi/processors/standard/MergeContent.java
@@ -40,6 +40,7 @@ import java.util.TreeMap;
 import java.util.concurrent.atomic.AtomicReference;
 import java.util.regex.Pattern;
 import java.util.zip.ZipEntry;
+import java.util.zip.ZipException;
 import java.util.zip.ZipOutputStream;
 
 import org.apache.avro.Schema;
@@ -810,6 +811,8 @@ public class MergeContent extends BinFiles {
 
         private final int compressionLevel;
 
+        private List<FlowFile> unmerged = new ArrayList<>();
+
         public ZipMerge(final int compressionLevel) {
             this.compressionLevel = compressionLevel;
         }
@@ -820,6 +823,7 @@ public class MergeContent extends BinFiles {
 
             final ProcessSession session = bin.getSession();
             final List<FlowFile> contents = bin.getContents();
+            unmerged.addAll(contents);
 
             FlowFile bundle = session.create(contents);
 
@@ -835,10 +839,15 @@ public class MergeContent extends BinFiles {
                             final String entryName = path + flowFile.getAttribute(CoreAttributes.FILENAME.key());
                             final ZipEntry zipEntry = new ZipEntry(entryName);
                             zipEntry.setSize(flowFile.getSize());
-                            out.putNextEntry(zipEntry);
+                            try {
+                                out.putNextEntry(zipEntry);
 
-                            bin.getSession().exportTo(flowFile, out);
-                            out.closeEntry();
+                                bin.getSession().exportTo(flowFile, out);
+                                out.closeEntry();
+                                unmerged.remove(flowFile);
+                            } catch (ZipException e) {
+                                getLogger().error("Encountered exception merging {}", new Object[]{flowFile}, e);
+                            }
                         }
 
                         out.finish();
@@ -858,7 +867,7 @@ public class MergeContent extends BinFiles {
 
         @Override
         public List<FlowFile> getUnmergedFlowFiles() {
-            return Collections.emptyList();
+            return unmerged;
         }
     }
 
diff --git a/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/test/java/org/apache/nifi/processors/standard/TestMergeContent.java b/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/test/java/org/apache/nifi/processors/standard/TestMergeContent.java
index 6590d47888..b6025c5482 100644
--- a/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/test/java/org/apache/nifi/processors/standard/TestMergeContent.java
+++ b/nifi-nar-bundles/nifi-standard-bundle/nifi-standard-processors/src/test/java/org/apache/nifi/processors/standard/TestMergeContent.java
@@ -487,6 +487,27 @@ public class TestMergeContent {
         bundle.assertAttributeEquals(CoreAttributes.MIME_TYPE.key(), "application/zip");
     }
 
+    @Test
+    public void testZipException() throws IOException {
+        final TestRunner runner = TestRunners.newTestRunner(new MergeContent());
+        runner.setProperty(MergeContent.MAX_BIN_AGE, "1 sec");
+        runner.setProperty(MergeContent.MERGE_FORMAT, MergeContent.MERGE_FORMAT_ZIP);
+
+        final Map<String, String> attributes = new HashMap<>();
+        attributes.put(CoreAttributes.MIME_TYPE.key(), "application/plain-text");
+        attributes.put("filename", "duplicate-filename.txt");
+
+        runner.enqueue("Hello".getBytes("UTF-8"), attributes);
+        runner.enqueue(", ".getBytes("UTF-8"), attributes);
+        runner.enqueue("World!".getBytes("UTF-8"), attributes);
+        runner.run();
+
+        runner.assertQueueEmpty();
+        runner.assertTransferCount(MergeContent.REL_MERGED, 1);
+        runner.assertTransferCount(MergeContent.REL_FAILURE, 2);
+        runner.assertTransferCount(MergeContent.REL_ORIGINAL, 3);
+    }
+
     @Test
     public void testTar() throws IOException {
         final TestRunner runner = TestRunners.newTestRunner(new MergeContent());