diff --git a/src/main/java/kdt/web_ide/chat/controller/ChatController.java b/src/main/java/kdt/web_ide/chat/controller/ChatController.java
index 837a097..4fe39bc 100644
--- a/src/main/java/kdt/web_ide/chat/controller/ChatController.java
+++ b/src/main/java/kdt/web_ide/chat/controller/ChatController.java
@@ -9,7 +9,9 @@
 import org.springframework.messaging.handler.annotation.Payload;
 import org.springframework.security.core.annotation.AuthenticationPrincipal;
 import org.springframework.web.bind.annotation.*;
+import org.springframework.web.multipart.MultipartFile;
 
+import io.swagger.v3.oas.annotations.Operation;
 import kdt.web_ide.chat.dto.request.ChatMessageRequestDto;
 import kdt.web_ide.chat.dto.response.GetChatMessageResponseDto;
 import kdt.web_ide.chat.service.ChatService;
@@ -40,4 +42,15 @@ public ResponseEntity<List<GetChatMessageResponseDto>> getChatMessage(
     Long memberId = memberService.getMember(userDetails.getMember()).getMemberId();
     return ResponseEntity.status(HttpStatus.OK).body(chatService.getChatMessage(roomId, memberId));
   }
+
+  @PostMapping(value = "/{roomId}/images", consumes = "multipart/form-data")
+  @Operation(summary = "이미지 전송")
+  public ResponseEntity<Void> sendImages(
+      @PathVariable("roomId") Long roomId,
+      @RequestPart("imageFile") List<MultipartFile> imageFiles,
+      @AuthenticationPrincipal CustomUserDetails userDetails) {
+    Long memberId = userDetails.getMember().getMemberId();
+    chatService.sendImage(memberId, roomId, imageFiles);
+    return ResponseEntity.status(HttpStatus.OK).body(null);
+  }
 }
diff --git a/src/main/java/kdt/web_ide/chat/service/ChatService.java b/src/main/java/kdt/web_ide/chat/service/ChatService.java
index 142c8a6..34f44f1 100644
--- a/src/main/java/kdt/web_ide/chat/service/ChatService.java
+++ b/src/main/java/kdt/web_ide/chat/service/ChatService.java
@@ -7,6 +7,7 @@
 import org.springframework.messaging.simp.SimpMessagingTemplate;
 import org.springframework.stereotype.Service;
 import org.springframework.transaction.annotation.Transactional;
+import org.springframework.web.multipart.MultipartFile;
 
 import kdt.web_ide.chat.dto.request.ChatMessageRequestDto;
 import kdt.web_ide.chat.dto.response.GetChatMessageResponseDto;
@@ -19,6 +20,7 @@
 import kdt.web_ide.chat.entity.repository.ChatRoomRepository;
 import kdt.web_ide.common.exception.CustomException;
 import kdt.web_ide.common.exception.ErrorCode;
+import kdt.web_ide.file.service.S3Service;
 import kdt.web_ide.members.entity.Member;
 import kdt.web_ide.members.entity.repository.MemberRepository;
 import lombok.RequiredArgsConstructor;
@@ -35,6 +37,8 @@ public class ChatService {
 
   private final MemberRepository memberRepository;
 
+  private final S3Service s3Service;
+
   // 메세지 전송
   @Transactional
   public void sendMessage(Long chatRoomId, ChatMessageRequestDto requestDto) {
@@ -110,4 +114,25 @@ private void notifyUnreadMessageCount(Long roomId, Long senderId) {
       }
     }
   }
+
+  @Transactional
+  public void sendImage(Long senderId, Long chatRoomId, List<MultipartFile> multipartFileList) {
+
+    chatRoomRepository
+        .findById(chatRoomId)
+        .orElseThrow(() -> new CustomException(ErrorCode.CHATROOM_NOT_FOUND));
+
+    memberRepository
+        .findById(senderId)
+        .orElseThrow(() -> new CustomException(ErrorCode.USER_NOT_FOUND));
+
+    List<String> imageUrlList = s3Service.uploadImages(multipartFileList);
+
+    for (String imageUrl : imageUrlList) {
+
+      ChatMessageRequestDto requestDto = new ChatMessageRequestDto(senderId, imageUrl);
+
+      sendMessage(chatRoomId, requestDto);
+    }
+  }
 }
diff --git a/src/main/java/kdt/web_ide/file/service/S3Service.java b/src/main/java/kdt/web_ide/file/service/S3Service.java
index ea1fac2..be7c096 100644
--- a/src/main/java/kdt/web_ide/file/service/S3Service.java
+++ b/src/main/java/kdt/web_ide/file/service/S3Service.java
@@ -5,9 +5,13 @@
 import java.nio.file.Files;
 import java.nio.file.Path;
 import java.nio.file.Paths;
+import java.util.ArrayList;
+import java.util.List;
+import java.util.UUID;
 
 import org.springframework.beans.factory.annotation.Value;
 import org.springframework.stereotype.Service;
+import org.springframework.web.multipart.MultipartFile;
 
 import kdt.web_ide.common.exception.CustomException;
 import kdt.web_ide.common.exception.ErrorCode;
@@ -252,4 +256,38 @@ public void deleteFile(String filePath) {
   private String extractFileName(String filePath) {
     return filePath.substring(filePath.lastIndexOf("/") + 1);
   }
+
+  public List<String> uploadImages(List<MultipartFile> imageFiles) {
+
+    List<String> imageUrls = new ArrayList<>();
+
+    for (MultipartFile imageFile : imageFiles) {
+      try {
+        String fileName = generateChatImageFileName();
+
+        PutObjectRequest request =
+            PutObjectRequest.builder()
+                .bucket(bucketName)
+                .key(fileName)
+                .contentType(imageFile.getContentType())
+                .build();
+
+        amazonS3.putObject(
+            request, RequestBody.fromInputStream(imageFile.getInputStream(), imageFile.getSize()));
+
+        String imageUrl = getFileUrl(fileName);
+
+        imageUrls.add(imageUrl);
+
+      } catch (IOException e) {
+        log.error("Error uploading file to S3.", e);
+        throw new CustomException(ErrorCode.S3_UPLOAD_ERROR);
+      }
+    }
+    return imageUrls;
+  }
+
+  private String generateChatImageFileName() {
+    return "chat" + '/' + UUID.randomUUID().toString();
+  }
 }
diff --git a/src/main/java/kdt/web_ide/post/service/PostService.java b/src/main/java/kdt/web_ide/post/service/PostService.java
index 376314b..f4f4e66 100644
--- a/src/main/java/kdt/web_ide/post/service/PostService.java
+++ b/src/main/java/kdt/web_ide/post/service/PostService.java
@@ -56,15 +56,14 @@ public PostResponseDto createPost(PostRequestDto requestDto) {
 
     String fileName =
         generateFileName(requestDto.getName(), String.valueOf(requestDto.getLanguage()));
-    String filePath = "test";
-    // uploadEmptyFileToS3(fileName, board.getId());
+    uploadEmptyFileToS3(fileName, board.getId());
 
     Post post =
         Post.builder()
             .board(board)
             .name(requestDto.getName())
             .language(requestDto.getLanguage())
-            .filePath(filePath)
+            .filePath(fileName)
             .createdAt(LocalDateTime.now())
             .build();