diff --git a/controllers/friendController.js b/controllers/friendController.js
index a8411e34c4f0fde9e7970bc8841a0446833e2290..6dc37400fcfea24164af27d46070059b70cd3784 100644
--- a/controllers/friendController.js
+++ b/controllers/friendController.js
@@ -1,10 +1,6 @@
 const FriendService = require('../services/friendService');
 
 class friendController {
-
-
-
-    class FriendController {
         /**
          * 친구 요청 보내기
          * 클라이언트는 userId와 요청을 보낼 사용자의 email을 전송
@@ -37,12 +33,11 @@ class friendController {
                 if (error.message === 'Friend request already exists') {
                     return res.status(409).json({ message: error.message });
                 }
+
                 // 일반 오류 처리
                 return res.status(500).json({ message: '서버 오류가 발생했습니다.', error: error.message });
             }
         }
-    }
-
     /**
      * 받은 친구 요청 목록 조회
      * GET /api/friend/requests/received
@@ -195,7 +190,6 @@ class friendController {
             });
         }
     }
-
 }
 
 module.exports = new friendController();
\ No newline at end of file
diff --git a/middleware/auth.js b/middlewares/auth.js
similarity index 100%
rename from middleware/auth.js
rename to middlewares/auth.js
diff --git a/package-lock.json b/package-lock.json
index ea44223a36312ef0197fb5fc7195747f86c21694..cb3d8d14cd5330564553ceb4b9126c365d62f17a 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -18,6 +18,7 @@
         "morgan": "^1.10.0",
         "multer": "^1.4.5-lts.1",
         "mysql2": "^3.11.4",
+        "node-cron": "^3.0.3",
         "passport": "^0.7.0",
         "passport-google-oauth20": "^2.0.0",
         "sequelize": "^6.37.5",
@@ -11802,6 +11803,18 @@
       "integrity": "sha512-CXdUiJembsNjuToQvxayPZF9Vqht7hewsvy2sOWafLvi2awflj9mOC6bHIg50orX8IJvWKY9wYQ/zB2kogPslQ==",
       "license": "ISC"
     },
+    "node_modules/node-cron": {
+      "version": "3.0.3",
+      "resolved": "https://registry.npmjs.org/node-cron/-/node-cron-3.0.3.tgz",
+      "integrity": "sha512-dOal67//nohNgYWb+nWmg5dkFdIwDm8EpeGYMekPMrngV3637lqnX0lbUcCtgibHTz6SEz7DAIjKvKDFYCnO1A==",
+      "license": "ISC",
+      "dependencies": {
+        "uuid": "8.3.2"
+      },
+      "engines": {
+        "node": ">=6.0.0"
+      }
+    },
     "node_modules/node-gyp": {
       "version": "10.2.0",
       "resolved": "https://registry.npmjs.org/node-gyp/-/node-gyp-10.2.0.tgz",
diff --git a/package.json b/package.json
index 48d1fb66671a2e13a190a34237941ad8de30ffbb..2151becb800731c9f2b5bb635082d01be0301abc 100644
--- a/package.json
+++ b/package.json
@@ -23,6 +23,7 @@
     "morgan": "^1.10.0",
     "multer": "^1.4.5-lts.1",
     "mysql2": "^3.11.4",
+    "node-cron": "^3.0.3",
     "passport": "^0.7.0",
     "passport-google-oauth20": "^2.0.0",
     "sequelize": "^6.37.5",
diff --git a/routes/friend.js b/routes/friend.js
index 782540b23a393a1d00e4b74ceb5db371c542088d..53145a9930403881d542d7fad15a27d9d485edbc 100644
--- a/routes/friend.js
+++ b/routes/friend.js
@@ -9,7 +9,7 @@ router.use(isLoggedIn);
  * 친구 요청 보내기
  * POST /api/friend/request/:friendId
  */
-router.post('/request/:friendId', FriendController.sendRequest);
+router.post('/request/:friendId', FriendController.sendFriendRequest);
 
 /**
  * 받은 친구 요청 목록 조회
diff --git a/routes/index.js b/routes/index.js
deleted file mode 100644
index e69de29bb2d1d6434b8b29ae775ad8c2e48c5391..0000000000000000000000000000000000000000
diff --git a/routes/schedule.js b/routes/schedule.js
index 045bc48e689f139cd72f111ecb76ff3bbe71f508..35da45e5004555891dc1baf16e8cd53d7982d6fb 100644
--- a/routes/schedule.js
+++ b/routes/schedule.js
@@ -1,6 +1,6 @@
 const express = require('express');
 const router = express.Router();
-const { isLoggedIn } = require('../middleware/auth');
+const { isLoggedIn } = require('../middlewares/auth');
 const ScheduleController = require('../controllers/scheduleController');
 
 /**
diff --git a/test/friendService.test.js b/test/friendService.test.js
new file mode 100644
index 0000000000000000000000000000000000000000..ca18666c14fb343a97b406a618e1b481595a09a8
--- /dev/null
+++ b/test/friendService.test.js
@@ -0,0 +1,220 @@
+// test/friendService.test.js
+
+const sequelize = require('../config/sequelize'); // Sequelize 인스턴스 임포트
+const User = require('../models/User');
+const Friend = require('../models/Friend');
+const friendService = require('../services/friendService'); // FriendService 임포트
+
+// Sequelize의 Op를 가져오기 위해 추가
+const { Op } = require('sequelize');
+
+beforeAll(async () => {
+  // 테스트 전에 데이터베이스를 동기화하고 테이블을 생성합니다.
+  await sequelize.sync({ force: true });
+});
+
+beforeEach(async () => {
+  // 각 테스트 전에 데이터베이스를 초기화하여 독립성을 보장합니다.
+  await sequelize.sync({ force: true });
+
+  // 더미 사용자 생성
+  await User.bulkCreate([
+    { id: 1, name: 'Alice', email: 'alice@example.com' },
+    { id: 2, name: 'Bob', email: 'bob@example.com' },
+    { id: 3, name: 'Charlie', email: 'charlie@example.com' },
+  ]);
+});
+
+afterAll(async () => {
+  // 모든 테스트가 끝난 후 데이터베이스 연결을 종료합니다.
+  await sequelize.close();
+});
+
+describe('Friend Service', () => {
+  describe('validUser', () => {
+    test('should return user when user exists', async () => {
+      const user = await friendService.validUser(1);
+      expect(user).toBeDefined();
+      expect(user.name).toBe('Alice');
+    });
+
+    test('should throw error when user does not exist', async () => {
+      await expect(friendService.validUser(999)).rejects.toThrow('User not found');
+    });
+  });
+
+  describe('sendFriendRequest', () => {
+    test('should send a friend request successfully', async () => {
+      const friendRequest = await friendService.sendFriendRequest(1, 3); // Alice sends request to Charlie
+      expect(friendRequest).toBeDefined();
+      expect(friendRequest.requester_id).toBe(1);
+      expect(friendRequest.receiver_id).toBe(3);
+      expect(friendRequest.status).toBe('PENDING');
+    });
+
+    test('should throw error when sending friend request to self', async () => {
+      await expect(friendService.sendFriendRequest(1, 1)).rejects.toThrow('Cannot send friend request to yourself');
+    });
+
+    test('should throw error when sending duplicate friend request', async () => {
+      
+      await friendService.sendFriendRequest(1, 2);
+
+    
+      await friendService.acceptFriendRequest(2, 1);
+
+      await expect(friendService.sendFriendRequest(1, 2)).rejects.toThrow('Friend request already exists');
+    });
+
+    test('should throw error when user does not exist', async () => {
+      await expect(friendService.sendFriendRequest(1, 999)).rejects.toThrow('User not found');
+      await expect(friendService.sendFriendRequest(999, 1)).rejects.toThrow('User not found');
+    });
+  });
+
+  describe('getReceivedRequests', () => {
+    test('friend requests', async () => {
+      await friendService.sendFriendRequest(3, 1);
+
+      const receivedRequests = await friendService.getReceivedRequests(1);
+      expect(receivedRequests.length).toBe(1);
+      expect(receivedRequests[0].requester.name).toBe('Charlie');
+    });
+
+    test('not send request', async () => {
+      const receivedRequests = await friendService.getReceivedRequests(2); 
+      expect(receivedRequests.length).toBe(0);
+    });
+  });
+
+  describe('getSentRequests', () => {
+    test('should retrieve sent friend requests', async () => {
+
+      await friendService.sendFriendRequest(1, 3);
+
+      const sentRequests = await friendService.getSentRequests(1);
+      expect(sentRequests.length).toBe(1);
+      expect(sentRequests[0].receiver.name).toBe('Charlie');
+    });
+
+    test('should return empty array when no sent requests', async () => {
+      const sentRequests = await friendService.getSentRequests(3); // Charlie has not sent any PENDING requests
+      expect(sentRequests.length).toBe(0);
+    });
+  });
+
+  describe('acceptFriendRequest', () => {
+    test('should accept a pending friend request successfully', async () => {
+      
+      await friendService.sendFriendRequest(3, 1);
+
+      const updatedRequest = await friendService.acceptFriendRequest(1, 3);
+      expect(updatedRequest).toBeDefined();
+      expect(updatedRequest.status).toBe('ACCEPTED');
+
+      //Db상태 확인 
+      const request = await Friend.findOne({
+        where: {
+          requester_id: 3,
+          receiver_id: 1,
+        },
+      });
+      expect(request.status).toBe('ACCEPTED');
+    });
+
+    test('없는 요청수락', async () => {
+      await expect(friendService.acceptFriendRequest(1, 999)).rejects.toThrow('Friend request not found');
+    });
+  });
+
+  describe('rejectFriendRequest', () => {
+    test('should reject a pending friend request successfully', async () => {
+      
+      await friendService.sendFriendRequest(2, 3);
+
+    
+      const result = await friendService.rejectFriendRequest(3, 2);
+      expect(result).toBe(1);
+
+      const request = await Friend.findOne({
+        where: {
+          requester_id: 2,
+          receiver_id: 3,
+        },
+      });
+      expect(request).toBeNull();
+    });
+
+    test('should throw error when rejecting non-existing friend request', async () => {
+      await expect(friendService.rejectFriendRequest(1, 999)).rejects.toThrow('Friend request not found');
+    });
+  });
+
+  describe('getFriendList', () => {
+    test('should retrieve friend list with correct pagination', async () => {
+      await friendService.sendFriendRequest(1, 2);
+      await friendService.acceptFriendRequest(2, 1);
+  
+      await friendService.sendFriendRequest(1, 3);
+      await friendService.acceptFriendRequest(3, 1); 
+  
+      // 추가 더미데이터 생성 
+      for (let i = 4; i <= 23; i++) {
+        // Create dummy users
+        await User.create({
+          id: i,
+          name: `User${i}`,
+          email: `user${i}@example.com`,
+        });
+  
+        //Alice랑 친구맺기 
+        await friendService.sendFriendRequest(1, i);
+        await friendService.acceptFriendRequest(i, 1);
+      }
+  
+      // Alice 친구: Bob (2), Charlie (3),User4 to User23 (20 friends)
+      const limit = 5;
+      const offset = 0;
+      const friendsPage1 = await friendService.getFriendList(1, limit, offset);
+      expect(friendsPage1.length).toBe(limit);
+      expect(['Bob', 'Charlie', 'User4', 'User5', 'User6']).toContain(friendsPage1[0].friendInfo.name);
+  
+      const friendsPage2 = await friendService.getFriendList(1, limit, limit);
+      expect(friendsPage2.length).toBe(limit);
+      expect(['User7', 'User8', 'User9', 'User10', 'User11']).toContain(friendsPage2[0].friendInfo.name);
+    });
+  
+    test('should return empty array when user has no friends', async () => {
+      const friends = await friendService.getFriendList(999); // Non-existing user
+      expect(friends.length).toBe(0);
+    });
+  });
+
+  describe('deleteFriend', () => {
+    test('should delete an existing friend relationship successfully', async () => {
+    
+      await friendService.sendFriendRequest(1, 2);
+      await friendService.acceptFriendRequest(2, 1); 
+
+    
+      const result = await friendService.deleteFriend(1, 2);
+      expect(result).toBe(1);
+
+    
+      const relationship = await Friend.findOne({
+        where: {
+          [Op.or]: [
+            { requester_id: 1, receiver_id: 2 },
+            { requester_id: 2, receiver_id: 1 },
+          ],
+          status: 'ACCEPTED',
+        },
+      });
+      expect(relationship).toBeNull();
+    });
+
+    test('should throw error when deleting a non-existing friend relationship', async () => {
+      await expect(friendService.deleteFriend(1, 999)).rejects.toThrow('Friend relationship not found');
+    });
+  });
+});
diff --git a/test/friendrelation.test.js b/test/friendrelation.test.js
new file mode 100644
index 0000000000000000000000000000000000000000..04a2601b50d9554dcdeba6065b3673a6fd5c3205
--- /dev/null
+++ b/test/friendrelation.test.js
@@ -0,0 +1,133 @@
+// test/friend.test.js
+
+const sequelize = require('../config/sequelize'); // 환경 변수에 따라 다른 인스턴스 사용
+const User = require('../models/User');
+const Friend = require('../models/Friend');
+
+beforeAll(async () => {
+  // 데이터베이스 동기화
+  await sequelize.sync({ force: true });
+
+  // 더미 사용자 생성
+  await User.bulkCreate([
+    { id: 1, name: 'Alice', email: 'alice@example.com' },
+    { id: 2, name: 'Bob', email: 'bob@example.com' },
+  ]);
+
+  // 더미 친구 관계 생성
+  await Friend.create({
+    id: 1,
+    requester_id: 1,
+    receiver_id: 2,
+    status: 'ACCEPTED',
+  });
+});
+
+afterAll(async () => {
+  // 데이터베이스 연결 종료
+  await sequelize.close();//sequelize.close(): 테스트가 끝난 후 데이터베이스 연결을 종료하여 리소스를 해제
+});
+
+describe('User and Friend Relationships', () => {
+  test('relation mapping test ', async () => {
+    // 사용자 Alice의 보낸 친구 요청 조회
+    const alice = await User.findByPk(1, {
+      include: {
+        model: Friend,
+        as: 'sentRequests',
+        include: {
+          model: User,
+          as: 'receiver',
+          attributes: ['id', 'name', 'email'],
+        },
+      },
+    });
+
+    expect(alice.sentRequests.length).toBe(1);
+    expect(alice.sentRequests[0].receiver.name).toBe('Bob');
+
+    // 사용자 Bob의 받은 친구 요청 조회
+    const bob = await User.findByPk(2, {
+      include: {
+        model: Friend,
+        as: 'receivedRequests',
+        include: {
+          model: User,
+          as: 'requester',
+          attributes: ['id', 'name', 'email'],
+        },
+      },
+    });
+
+    expect(bob.receivedRequests.length).toBe(1);
+    expect(bob.receivedRequests[0].requester.name).toBe('Alice');
+  });
+
+  test('create friend', async () => {
+    // 새로운 친구 요청 생성
+    const newFriendRequest = await Friend.create({
+      id: 2,
+      requester_id: 2,
+      receiver_id: 1,
+      status: 'PENDING',
+    });
+
+    expect(newFriendRequest.requester_id).toBe(2);
+    expect(newFriendRequest.receiver_id).toBe(1);
+    expect(newFriendRequest.status).toBe('PENDING');
+
+    // 사용자 Bob의 보낸 친구 요청 조회
+    const bob = await User.findByPk(2, {
+      include: {
+        model: Friend,
+        as: 'sentRequests',
+        where: { id: 2 },
+        include: {
+          model: User,
+          as: 'receiver',
+          attributes: ['id', 'name', 'email'],
+        },
+      },
+    });
+
+    expect(bob.sentRequests.length).toBe(1);
+    expect(bob.sentRequests[0].receiver.name).toBe('Alice');
+  });
+
+  test('self friend reqeust', async () => {
+    await expect(
+      Friend.create({
+        id: 3,
+        requester_id: 1,
+        receiver_id: 1, // 자신에게 요청
+        status: 'PENDING',
+      })
+    ).rejects.toThrow();
+  });
+  
+  test('already request test', async () => {
+    // Alice가 Bob에게 이미 친구 요청을 보냈으므로, 다시 보내면 에러 발생
+    await expect(
+      Friend.create({
+        id: 4,
+        requester_id: 1,
+        receiver_id: 2,
+        status: 'PENDING',
+      })
+    ).rejects.toThrow();
+  });
+
+  test('should accept a pending friend request correctly', async () => {
+    // Bob이 Alice에게 보낸 친구 요청을 'ACCEPTED' 상태로 변경
+    const friendRequest = await Friend.findOne({ where: { id: 2 } });
+    expect(friendRequest.status).toBe('PENDING');
+  
+    friendRequest.status = 'ACCEPTED';
+    await friendRequest.save();
+  
+    const updatedRequest = await Friend.findOne({ where: { id: 2 } });
+    expect(updatedRequest.status).toBe('ACCEPTED');
+  });
+
+
+});
diff --git a/test/schedule.test.js b/test/schedule.test.js
new file mode 100644
index 0000000000000000000000000000000000000000..a82562bf124a1f5044e3ecf54990531527bff78d
--- /dev/null
+++ b/test/schedule.test.js
@@ -0,0 +1,233 @@
+// test/schedule.test.js
+
+const sequelize = require('../config/sequelize');
+const User = require('../models/User');
+const Friend = require('../models/Friend');
+const Schedule = require('../models/Schedule');
+const scheduleService = require('../services/scheduleService'); // scheduleService 임포트
+
+beforeAll(async () => {
+  await sequelize.sync({ force: true });
+  // 더미 사용자 생성
+  await User.bulkCreate([
+    { id: 1, name: 'Alice', email: 'alice@example.com' },
+    { id: 2, name: 'Bob', email: 'bob@example.com' },
+  ]);
+
+  // 더미 친구 관계 생성
+  await Friend.create({
+    id: 1,
+    requester_id: 1,
+    receiver_id: 2,
+    status: 'ACCEPTED',
+  });
+
+  // 더미 스케줄 생성
+  await Schedule.create({
+    id: 1,
+    user_id: 1,
+    title: 'Alice\'s Fixed Schedule',
+    start_time: new Date('2024-05-01T09:00:00Z'),
+    end_time: new Date('2024-05-01T10:00:00Z'),
+    is_fixed: true,
+    expiry_date: null,
+  });
+
+  await Schedule.create({
+    id: 2,
+    user_id: 1,
+    title: 'Alice\'s Flexible Schedule',
+    start_time: new Date('2024-05-02T11:00:00Z'),
+    end_time: new Date('2024-05-02T12:00:00Z'),
+    is_fixed: false,
+    expiry_date: new Date('2024-05-08T00:00:00Z'), // 다음 월요일
+  });
+});
+
+afterAll(async () => {
+  // 데이터베이스 연결 종료
+  await sequelize.close();
+});
+
+describe('Schedule Service', () => {
+  describe('createSchedule', () => {
+    test('should create a new fixed schedule successfully', async () => {
+      const scheduleData = {
+        userId: 2,
+        title: 'Bob\'s Fixed Schedule',
+        start_time: new Date('2024-05-03T14:00:00Z'),
+        end_time: new Date('2024-05-03T15:00:00Z'),
+        is_fixed: true,
+      };
+
+      const schedule = await scheduleService.createSchedule(scheduleData);
+
+      expect(schedule).toBeDefined();
+      expect(schedule.user_id).toBe(2);
+      expect(schedule.title).toBe('Bob\'s Fixed Schedule');
+      expect(schedule.is_fixed).toBe(true);
+      expect(schedule.expiry_date).toBeNull();
+    });
+
+    test('should create a new flexible schedule with expiry date', async () => {
+      const scheduleData = {
+        userId: 2,
+        title: 'Bob\'s Flexible Schedule',
+        start_time: new Date('2024-05-04T16:00:00Z'),
+        end_time: new Date('2024-05-04T17:00:00Z'),
+        is_fixed: false,
+      };
+
+      const schedule = await scheduleService.createSchedule(scheduleData);
+
+      expect(schedule).toBeDefined();
+      expect(schedule.user_id).toBe(2);
+      expect(schedule.title).toBe('Bob\'s Flexible Schedule');
+      expect(schedule.is_fixed).toBe(false);
+      expect(schedule.expiry_date).toBeInstanceOf(Date);
+
+      // expiry_date가 다음 월요일로 설정되었는지 확인
+      const expectedExpiryDate = new Date('2024-05-06T00:00:00Z'); // 2024-05-06은 다음 월요일
+      expect(schedule.expiry_date.toISOString()).toBe(expectedExpiryDate.toISOString());
+    });
+
+    test('should throw error when schedule times overlap with existing schedule', async () => {
+      const scheduleData = {
+        userId: 1,
+        title: 'Alice\'s Overlapping Schedule',
+        start_time: new Date('2024-05-01T09:30:00Z'), // 기존 스케줄과 겹침
+        end_time: new Date('2024-05-01T10:30:00Z'),
+        is_fixed: false,
+      };
+
+      await expect(scheduleService.createSchedule(scheduleData)).rejects.toThrow('Schedule overlaps with existing schedule');
+    });
+
+    test('should throw error when start_time is after end_time', async () => {
+      const scheduleData = {
+        userId: 1,
+        title: 'Invalid Schedule',
+        start_time: new Date('2024-05-05T18:00:00Z'),
+        end_time: new Date('2024-05-05T17:00:00Z'), // start_time이 더 나중
+        is_fixed: false,
+      };
+
+      await expect(scheduleService.createSchedule(scheduleData)).rejects.toThrow('Start time must be before end time');
+    });
+  });
+
+  describe('updateSchedule', () => {
+    test('should update an existing schedule successfully', async () => {
+      const updateData = {
+        title: 'Alice\'s Updated Flexible Schedule',
+        start_time: new Date('2024-05-02T11:30:00Z'),
+        end_time: new Date('2024-05-02T12:30:00Z'),
+      };
+
+      const updatedSchedule = await scheduleService.updateSchedule(2, 1, updateData);
+
+      expect(updatedSchedule).toBeDefined();
+      expect(updatedSchedule.title).toBe('Alice\'s Updated Flexible Schedule');
+      expect(updatedSchedule.start_time.toISOString()).toBe(new Date('2024-05-02T11:30:00Z').toISOString());
+      expect(updatedSchedule.end_time.toISOString()).toBe(new Date('2024-05-02T12:30:00Z').toISOString());
+      expect(updatedSchedule.expiry_date).toBeInstanceOf(Date);
+    });
+
+    test('should throw error when updating a non-existing schedule', async () => {
+      const updateData = {
+        title: 'Non-existing Schedule',
+        start_time: new Date('2024-05-06T10:00:00Z'),
+        end_time: new Date('2024-05-06T11:00:00Z'),
+      };
+
+      await expect(scheduleService.updateSchedule(999, 1, updateData)).rejects.toThrow('Schedule not found');
+    });
+
+    test('should throw error when updated schedule overlaps with existing schedule', async () => {
+      const updateData = {
+        title: 'Alice\'s Overlapping Update',
+        start_time: new Date('2024-05-01T09:30:00Z'), // 기존 스케줄과 겹침
+        end_time: new Date('2024-05-01T10:30:00Z'),
+      };
+
+      await expect(scheduleService.updateSchedule(2, 1, updateData)).rejects.toThrow('Schedule overlaps with existing schedule');
+    });
+  });
+
+  describe('deleteSchedule', () => {
+    test('should delete an existing schedule successfully', async () => {
+      const result = await scheduleService.deleteSchedule(2, 1);
+
+      expect(result).toBe(true);
+
+      // 삭제된 스케줄이 실제로 삭제되었는지 확인
+      const schedule = await Schedule.findByPk(2);
+      expect(schedule).toBeNull();
+    });
+
+    test('should throw error when deleting a non-existing schedule', async () => {
+      await expect(scheduleService.deleteSchedule(999, 1)).rejects.toThrow('Schedule not found');
+    });
+  });
+
+  describe('getAllSchedules', () => {
+    test('should retrieve all valid schedules for a user', async () => {
+      // 사용자 Alice의 모든 스케줄 조회
+      const schedules = await scheduleService.getAllSchedules(1);
+
+      expect(schedules.length).toBe(1); // id=1 스케줄은 is_fixed=true
+      expect(schedules[0].title).toBe('Alice\'s Fixed Schedule');
+    });
+  });
+
+  describe('getScheduleById', () => {
+    test('should retrieve a specific schedule by ID', async () => {
+      const schedule = await scheduleService.getScheduleById(1, 1);
+
+      expect(schedule).toBeDefined();
+      expect(schedule.title).toBe('Alice\'s Fixed Schedule');
+    });
+
+    test('should throw error when retrieving a non-existing schedule', async () => {
+      await expect(scheduleService.getScheduleById(999, 1)).rejects.toThrow('Schedule not found');
+    });
+  });
+
+  describe('cleanExpiredSchedules', () => {
+    test('should delete expired flexible schedules', async () => {
+      // 만료된 유동 스케줄 생성
+      await Schedule.create({
+        id: 3,
+        user_id: 1,
+        title: 'Expired Flexible Schedule',
+        start_time: new Date('2024-04-25T10:00:00Z'),
+        end_time: new Date('2024-04-25T11:00:00Z'),
+        is_fixed: false,
+        expiry_date: new Date('2024-04-30T00:00:00Z'), // 이미 만료됨
+      });
+
+      // 만료되지 않은 유동 스케줄 생성
+      await Schedule.create({
+        id: 4,
+        user_id: 1,
+        title: 'Valid Flexible Schedule',
+        start_time: new Date('2024-05-07T10:00:00Z'),
+        end_time: new Date('2024-05-07T11:00:00Z'),
+        is_fixed: false,
+        expiry_date: new Date('2024-05-14T00:00:00Z'), // 아직 만료되지 않음
+      });
+
+      // 만료된 스케줄 정리
+      await scheduleService.cleanExpiredSchedules();
+
+      // 만료된 스케줄이 삭제되었는지 확인
+      const expiredSchedule = await Schedule.findByPk(3);
+      expect(expiredSchedule).toBeNull();
+
+      // 만료되지 않은 스케줄은 남아있는지 확인
+      const validSchedule = await Schedule.findByPk(4);
+      expect(validSchedule).toBeDefined();
+      expect(validSchedule.title).toBe('Valid Flexible Schedule');
+    });
+  });
+});