diff --git a/packages/stream_chat/test/src/client/channel_test.dart b/packages/stream_chat/test/src/client/channel_test.dart
index 08ebd091..6ec26d27 100644
--- a/packages/stream_chat/test/src/client/channel_test.dart
+++ b/packages/stream_chat/test/src/client/channel_test.dart
@@ -334,20 +334,87 @@ void main() {
         expectLater(
           // skipping first seed message list -> [] messages
           channel.state?.messagesStream.skip(1),
-          emitsInOrder([
+          emitsInOrder(
             [
-              isSameMessageAs(
-                message.copyWith(status: MessageSendingStatus.sending),
-                matchSendingStatus: true,
-              ),
+              // preparing attachments to upload
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.sending,
+                    attachments: [
+                      ...attachments.map((it) => it.copyWith(
+                          uploadState: const UploadState.preparing()))
+                    ],
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
+              // 0th attachment is successfully uploaded
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.sending,
+                    attachments: [...attachments]..[0] =
+                          attachments[0].copyWith(
+                        uploadState: const UploadState.success(),
+                      ),
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
+              // 0th and 1st attachment is successfully uploaded
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.sending,
+                    attachments: [...attachments]
+                      ..[0] = attachments[0].copyWith(
+                        uploadState: const UploadState.success(),
+                      )
+                      ..[1] = attachments[1].copyWith(
+                        uploadState: const UploadState.success(),
+                      ),
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
+              // all the attachments are successfully uploaded
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.sending,
+                    attachments: [
+                      ...attachments.map((it) =>
+                          it.copyWith(uploadState: const UploadState.success()))
+                    ],
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.sent,
+                    attachments: [
+                      ...attachments.map((it) =>
+                          it.copyWith(uploadState: const UploadState.success()))
+                    ],
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
             ],
-            [
-              isSameMessageAs(
-                message.copyWith(status: MessageSendingStatus.sent),
-                matchSendingStatus: true,
-              ),
-            ],
-          ]),
+          ),
         );
 
         final res = await channel.sendMessage(message);
@@ -472,20 +539,87 @@ void main() {
         expectLater(
           // skipping first seed message list -> [] messages
           channel.state?.messagesStream.skip(1),
-          emitsInOrder([
+          emitsInOrder(
             [
-              isSameMessageAs(
-                message.copyWith(status: MessageSendingStatus.updating),
-                matchSendingStatus: true,
-              ),
+              // preparing attachments to upload
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.updating,
+                    attachments: [
+                      ...attachments.map((it) => it.copyWith(
+                          uploadState: const UploadState.preparing()))
+                    ],
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
+              // 0th attachment is successfully uploaded
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.updating,
+                    attachments: [...attachments]..[0] =
+                          attachments[0].copyWith(
+                        uploadState: const UploadState.success(),
+                      ),
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
+              // 0th and 1st attachment is successfully uploaded
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.updating,
+                    attachments: [...attachments]
+                      ..[0] = attachments[0].copyWith(
+                        uploadState: const UploadState.success(),
+                      )
+                      ..[1] = attachments[1].copyWith(
+                        uploadState: const UploadState.success(),
+                      ),
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
+              // all the attachments are successfully uploaded
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.updating,
+                    attachments: [
+                      ...attachments.map((it) =>
+                          it.copyWith(uploadState: const UploadState.success()))
+                    ],
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
+              [
+                isSameMessageAs(
+                  message.copyWith(
+                    status: MessageSendingStatus.sent,
+                    attachments: [
+                      ...attachments.map((it) =>
+                          it.copyWith(uploadState: const UploadState.success()))
+                    ],
+                  ),
+                  matchSendingStatus: true,
+                  matchAttachments: true,
+                  matchAttachmentsUploadState: true,
+                ),
+              ],
             ],
-            [
-              isSameMessageAs(
-                message.copyWith(status: MessageSendingStatus.sent),
-                matchSendingStatus: true,
-              ),
-            ],
-          ]),
+          ),
         );
 
         final res = await channel.updateMessage(message);
diff --git a/packages/stream_chat/test/src/matchers.dart b/packages/stream_chat/test/src/matchers.dart
index 27cfa43d..e54b113d 100644
--- a/packages/stream_chat/test/src/matchers.dart
+++ b/packages/stream_chat/test/src/matchers.dart
@@ -1,6 +1,7 @@
 import 'package:collection/collection.dart';
 import 'package:dio/dio.dart' show MultipartFile;
 import 'package:stream_chat/src/client/channel.dart';
+import 'package:stream_chat/src/core/models/attachment.dart';
 import 'package:stream_chat/src/core/models/channel_state.dart';
 import 'package:stream_chat/src/core/models/event.dart';
 import 'package:stream_chat/src/core/models/message.dart';
@@ -46,12 +47,16 @@ Matcher isSameMessageAs(
   bool matchText = false,
   bool matchReactions = false,
   bool matchSendingStatus = false,
+  bool matchAttachments = false,
+  bool matchAttachmentsUploadState = false,
 }) =>
     _IsSameMessageAs(
       targetMessage: targetMessage,
       matchText: matchText,
       matchReactions: matchReactions,
       matchSendingStatus: matchSendingStatus,
+      matchAttachments: matchAttachments,
+      matchAttachmentsUploadState: matchAttachmentsUploadState,
     );
 
 class _IsSameMessageAs extends Matcher {
@@ -60,12 +65,16 @@ class _IsSameMessageAs extends Matcher {
     this.matchText = false,
     this.matchReactions = false,
     this.matchSendingStatus = false,
+    this.matchAttachments = false,
+    this.matchAttachmentsUploadState = false,
   });
 
   final Message targetMessage;
   final bool matchText;
   final bool matchReactions;
   final bool matchSendingStatus;
+  final bool matchAttachments;
+  final bool matchAttachmentsUploadState;
 
   @override
   Description describe(Description description) =>
@@ -96,6 +105,56 @@ class _IsSameMessageAs extends Matcher {
               ?.map((it) => '${it.type}-${it.messageId}')
               .toList());
     }
+    if (matchAttachments) {
+      bool matchAttachments() {
+        final attachments = message.attachments;
+        final targetAttachments = targetMessage.attachments;
+        if (identical(attachments, targetAttachments)) return true;
+        final length = attachments.length;
+        if (length != targetAttachments.length) return false;
+        for (var i = 0; i < length; i++) {
+          if (!isSameAttachmentAs(
+            attachments[i],
+            matchUploadState: matchAttachmentsUploadState,
+          ).matches(targetAttachments[i], matchState)) return false;
+        }
+        return true;
+      }
+
+      matches &= matchAttachments();
+    }
+    return matches;
+  }
+}
+
+Matcher isSameAttachmentAs(
+  Attachment targetAttachment, {
+  bool matchUploadState = false,
+}) =>
+    _IsSameAttachmentAs(
+      targetAttachment: targetAttachment,
+      matchUploadState: matchUploadState,
+    );
+
+class _IsSameAttachmentAs extends Matcher {
+  const _IsSameAttachmentAs({
+    required this.targetAttachment,
+    this.matchUploadState = false,
+  });
+
+  final Attachment targetAttachment;
+  final bool matchUploadState;
+
+  @override
+  Description describe(Description description) =>
+      description.add('is same attachment as $targetAttachment');
+
+  @override
+  bool matches(covariant Attachment attachment, Map matchState) {
+    var matches = attachment.id == targetAttachment.id;
+    if (matchUploadState) {
+      matches &= attachment.uploadState == targetAttachment.uploadState;
+    }
     return matches;
   }
 }