diff --git a/Core/src/org/sleuthkit/autopsy/discovery/search/DomainSearchThumbnailLoader.java b/Core/src/org/sleuthkit/autopsy/discovery/search/DomainSearchThumbnailLoader.java
index 4a17ad6434..fbcc2e2d55 100755
--- a/Core/src/org/sleuthkit/autopsy/discovery/search/DomainSearchThumbnailLoader.java
+++ b/Core/src/org/sleuthkit/autopsy/discovery/search/DomainSearchThumbnailLoader.java
@@ -22,6 +22,7 @@ import com.google.common.cache.CacheLoader;
 import java.awt.Image;
 import java.util.List;
 import java.util.ArrayList;
+import java.util.Arrays;
 import java.util.Collections;
 import org.sleuthkit.autopsy.coreutils.ImageUtils;
 import org.sleuthkit.datamodel.BlackboardArtifact;
@@ -47,8 +48,12 @@ import org.openide.util.ImageUtilities;
 public class DomainSearchThumbnailLoader extends CacheLoader<DomainSearchThumbnailRequest, Image> {
 
     private static final String UNSUPPORTED_IMAGE = "org/sleuthkit/autopsy/images/image-extraction-not-supported.png";
-    private static final String JPG_EXTENSION = "jpg";
-    private static final String JPG_MIME_TYPE = "image/jpeg";
+    private static final List<String> SUPPORTED_EXTENSIONS = Arrays.asList("jpg", "svg", "png", "webp", "ico", "gif");
+    private static final List<String> SUPPORTED_MIMETYPES = Arrays.asList(
+            "image/gif", "image/jpeg", "image/png", "image/webp", 
+            "image/svg+xml", "image/vnd.microsoft.icon", "image/x-icon");
+    private static final String ICO_EXTENSION = "ico";
+    private static final List<String> ICO_MIMETYPES = Arrays.asList("image/vnd.microsoft.icon", "image/x-icon");
     private final DomainSearchArtifactsCache artifactsCache;
 
     /**
@@ -75,8 +80,21 @@ public class DomainSearchThumbnailLoader extends CacheLoader<DomainSearchThumbna
         final DomainSearchArtifactsRequest webDownloadsRequest = new DomainSearchArtifactsRequest(
                 caseDb, thumbnailRequest.getDomain(), TSK_WEB_DOWNLOAD);
         final List<BlackboardArtifact> webDownloads = artifactsCache.get(webDownloadsRequest);
-        final List<AbstractFile> webDownloadPictures = getJpegsFromWebDownload(caseDb, webDownloads);
-        Collections.sort(webDownloadPictures, (file1, file2) -> Long.compare(file1.getCrtime(), file2.getCrtime()));
+        final List<AbstractFile> webDownloadPictures = getCandidatesFromWebDownloads(caseDb, webDownloads);
+        Collections.sort(webDownloadPictures, (file1, file2) -> {
+            // Push ICO to the back of the sorted collection, so that ICO
+            // is a last resort matching type.
+            if (isIco(file1) && isIco(file2)) {
+                return Long.compare(file1.getCrtime(), file2.getCrtime());
+            } else if (isIco(file1)) {
+                return 1;
+            } else if (isIco(file2)) {
+                return -1;
+            } else {
+                return Long.compare(file1.getCrtime(), file2.getCrtime());
+            }
+        });
+        
         for (int i = webDownloadPictures.size() - 1; i >= 0; i--) {
             if(Thread.currentThread().isInterrupted()) {
                 throw new InterruptedException();
@@ -92,8 +110,20 @@ public class DomainSearchThumbnailLoader extends CacheLoader<DomainSearchThumbna
         final DomainSearchArtifactsRequest webCacheRequest = new DomainSearchArtifactsRequest(
                 caseDb, thumbnailRequest.getDomain(), TSK_WEB_CACHE);
         final List<BlackboardArtifact> webCacheArtifacts = artifactsCache.get(webCacheRequest);
-        final List<AbstractFile> webCachePictures = getJpegsFromWebCache(caseDb, webCacheArtifacts);
-        Collections.sort(webCachePictures, (file1, file2) -> Long.compare(file1.getSize(), file2.getSize()));
+        final List<AbstractFile> webCachePictures = getCandidatesFromWebCache(caseDb, webCacheArtifacts);
+        Collections.sort(webCachePictures, (file1, file2) -> {
+            // Push ICO to the back of the sorted collection, so that ICO
+            // is a last resort matching type.
+            if (isIco(file1) && isIco(file2)) {
+                return Long.compare(file1.getSize(), file2.getSize());
+            } else if (isIco(file1)) {
+                return 1;
+            } else if (isIco(file2)) {
+                return -1;
+            } else {
+                return Long.compare(file1.getSize(), file2.getSize());
+            }
+        });
         for (int i = webCachePictures.size() - 1; i >= 0; i--) {
             if(Thread.currentThread().isInterrupted()) {
                 throw new InterruptedException();
@@ -119,16 +149,21 @@ public class DomainSearchThumbnailLoader extends CacheLoader<DomainSearchThumbna
      *
      * @throws TskCoreException
      */
-    private List<AbstractFile> getJpegsFromWebDownload(SleuthkitCase caseDb, List<BlackboardArtifact> artifacts) throws TskCoreException, InterruptedException {
-        final List<AbstractFile> jpegs = new ArrayList<>();
+    private List<AbstractFile> getCandidatesFromWebDownloads(SleuthkitCase caseDb, List<BlackboardArtifact> artifacts) throws TskCoreException, InterruptedException {
+        final List<AbstractFile> candidates = new ArrayList<>();
         for (BlackboardArtifact artifact : artifacts) {
             if(Thread.currentThread().isInterrupted()) {
                 throw new InterruptedException();
             }
             final Content sourceContent = caseDb.getContentById(artifact.getObjectID());
-            addIfJpeg(jpegs, sourceContent);
+            addIfSupported(candidates, sourceContent);
         }
-        return jpegs;
+        return candidates;
+    }
+    
+    private boolean isIco(AbstractFile file) {
+        return ICO_EXTENSION.equals(file.getNameExtension()) 
+                || ICO_MIMETYPES.contains(file.getMIMEType());
     }
 
     /**
@@ -140,9 +175,9 @@ public class DomainSearchThumbnailLoader extends CacheLoader<DomainSearchThumbna
      * @return The list of AbstractFiles representing jpegs which were
      *         associated with the artifacts.
      */
-    private List<AbstractFile> getJpegsFromWebCache(SleuthkitCase caseDb, List<BlackboardArtifact> artifacts) throws TskCoreException, InterruptedException {
+    private List<AbstractFile> getCandidatesFromWebCache(SleuthkitCase caseDb, List<BlackboardArtifact> artifacts) throws TskCoreException, InterruptedException {
         final BlackboardAttribute.Type TSK_PATH_ID = new BlackboardAttribute.Type(ATTRIBUTE_TYPE.TSK_PATH_ID);
-        final List<AbstractFile> jpegs = new ArrayList<>();
+        final List<AbstractFile> candidates = new ArrayList<>();
         for (BlackboardArtifact artifact : artifacts) {
             if(Thread.currentThread().isInterrupted()) {
                 throw new InterruptedException();
@@ -150,10 +185,10 @@ public class DomainSearchThumbnailLoader extends CacheLoader<DomainSearchThumbna
             final BlackboardAttribute tskPathId = artifact.getAttribute(TSK_PATH_ID);
             if (tskPathId != null) {
                 final Content sourceContent = caseDb.getContentById(tskPathId.getValueLong());
-                addIfJpeg(jpegs, sourceContent);
+                addIfSupported(candidates, sourceContent);
             }
         }
-        return jpegs;
+        return candidates;
     }
 
     /**
@@ -163,11 +198,11 @@ public class DomainSearchThumbnailLoader extends CacheLoader<DomainSearchThumbna
      *                      add to.
      * @param sourceContent The source content to check and possibly add.
      */
-    private void addIfJpeg(List<AbstractFile> files, Content sourceContent) {
+    private void addIfSupported(List<AbstractFile> files, Content sourceContent) {
         if ((sourceContent instanceof AbstractFile) && !(sourceContent instanceof DataSource)) {
             final AbstractFile file = (AbstractFile) sourceContent;
-            if (JPG_EXTENSION.equals(file.getNameExtension())
-                    || JPG_MIME_TYPE.equals(file.getMIMEType())) {
+            if (SUPPORTED_EXTENSIONS.contains(file.getNameExtension())
+                    || SUPPORTED_MIMETYPES.contains(file.getMIMEType())) {
                 files.add(file);
             }
         }