diff --git a/src/controllers/challenge.controller.ts b/src/controllers/challenge.controller.ts
index 798b1a3..e147fa9 100644
--- a/src/controllers/challenge.controller.ts
+++ b/src/controllers/challenge.controller.ts
@@ -12,9 +12,11 @@ import {
   Get,
   Query,
   Response,
+  Post,
 } from 'tsoa';
 import {
   serviceAcceptChallenge,
+  serviceChallengeImageUpload,
   serviceCompleteChallenge,
   serviceDeleteChallenge,
   serviceGetByUserId,
@@ -438,4 +440,78 @@ export class ChallengeController extends Controller {
 
     return new TsoaSuccessResponse(result);
   }
+
+  /**
+   * 챌린지의 이미지들을 업로드합니다.
+   * 
+   * @summary 챌린지 이미지 업로드 API
+   * @param challengeId 챌린지 ID
+   * @param req 
+   * @param body 이미지ID의 배열(string[])
+   * @returns 업로드 성공 유무
+   */
+  @Post('/images/upload/:challengeId')
+  @Tags('Challenge')
+  @SuccessResponse(StatusCodes.OK, '챌린지 이미지 업로드 성공 응답')
+  @Response<ITsoaErrorResponse>(StatusCodes.BAD_REQUEST, 'Not Found', {
+    resultType: 'FAIL',
+    error: {
+      errorCode: 'SRH-400',
+      reason: 'req.user 정보가 없습니다.',
+      data: null,
+    },
+    success: null,
+  })
+  @Response<ITsoaErrorResponse>(StatusCodes.BAD_REQUEST, 'Not Found', {
+    resultType: 'FAIL',
+    error: {
+      errorCode: 'CHL-400',
+      reason: '이미지 업로드 중 문제가 발생했습니다.',
+      data: null,
+    },
+    success: null,
+  })
+  @Response<ITsoaErrorResponse>(StatusCodes.NOT_FOUND, 'Not Found', {
+    resultType: 'FAIL',
+    error: {
+      errorCode: 'CHL-404',
+      reason: '이미지가 서버에 존재하지 않습니다.',
+      data: null,
+    },
+    success: null,
+  })
+  @Response<ITsoaErrorResponse>(
+    StatusCodes.INTERNAL_SERVER_ERROR,
+    'Internal Server Error',
+    {
+      resultType: 'FAIL',
+      error: {
+        errorCode: 'SER-001',
+        reason: '내부 서버 오류입니다.',
+        data: null,
+      },
+      success: null,
+    },
+  )
+  public async handleChallengeImageUpload(
+    @Path('challengeId') challengeId: string,
+    @Request() req: ExpressRequest,
+    @Body() body: string[]
+  ): Promise<ITsoaSuccessResponse<string>>{
+    if (!req.user) {
+      throw new DataValidationError({reason: 'req.user 정보가 없습니다.'});
+    }
+
+    await serviceChallengeImageUpload(body, challengeId, req.user.id)
+    .then(() => {return;})
+    .catch(err => {
+      if (!(err instanceof BaseError)) {
+        throw new ServerError();
+      } else {
+        throw err;
+      }
+    });
+
+    return new TsoaSuccessResponse(`${challengeId}챌린지 이미지 업로드 성공`);
+  }
 }
diff --git a/src/dtos/challenge.dtos.ts b/src/dtos/challenge.dtos.ts
index 8674157..c49763a 100644
--- a/src/dtos/challenge.dtos.ts
+++ b/src/dtos/challenge.dtos.ts
@@ -83,15 +83,21 @@ export const responseFromGetByUserId = (
 ): ResponseFromGetByUserIdReform[] => {
     return challenges.map((value: ResponseFromGetByUserId) => {
         const {id, title, context, requiredCount, remainingCount, userId,
-            createdAt, updatedAt, acceptedAt, completedAt, status, locationChallenge, dateChallenge
+            createdAt, updatedAt, acceptedAt, completedAt, status, locationChallenge, dateChallenge, images
         } = value;
 
+        const imageList: string[] = images.map((value: {image: {mediaId: bigint}}) => 
+            {
+                return value.image.mediaId.toString();
+            });
+
         return {
             id: id.toString(),
             title,
             context,
             challengeLocation: locationChallenge?.challengeLocation,
             challengeDate: dateChallenge?.challengeDate,
+            images: imageList,
             requiredCount,
             remainingCount,
             userId: userId.toString(),
@@ -128,4 +134,16 @@ export const bodyToWeeklyCreation = (data: BodyToWeeklyCreation, userId: bigint)
         challengeDate,
         required
     };
+};
+
+export const challengeImageUplaodBody = (imageIdList: {id: bigint}[], challengeId: bigint): {
+    imageId: bigint,
+    challengeId: bigint
+}[] => {
+    return imageIdList.map((value: {id: bigint}) => {
+        return {
+            imageId: value.id,
+            challengeId
+        };
+    });
 };
\ No newline at end of file
diff --git a/src/errors.ts b/src/errors.ts
index 127c2fd..489b17d 100644
--- a/src/errors.ts
+++ b/src/errors.ts
@@ -266,6 +266,20 @@ export class DateChallengeNotFoundError extends BaseError {
   }
 }
 
+// 챌린지 이미지 업로드 에러
+export class ChallengeImageUploadError extends BaseError {
+  constructor(details: {reason: string}) {
+    super(400, 'CHL-400', '이미지 업로드 중 문제가 발생했습니다.', details);
+  }
+}
+
+// 챌린지 이미지 존재하지 않음 에러
+export class ChallengeImageMissingError extends BaseError {
+  constructor(details: {reason: string}) {
+    super(404, 'CHL-404', '이미지가 서버에 존재하지 않습니다.', details);
+  }
+}
+
 // 네이버 API 관련 에러
 export class NaverGeoCodeError extends BaseError {
   constructor(details: {reason: string}) {
diff --git a/src/models/challenge.entities.ts b/src/models/challenge.entities.ts
index 574a561..e829b01 100644
--- a/src/models/challenge.entities.ts
+++ b/src/models/challenge.entities.ts
@@ -90,6 +90,9 @@ export interface ResponseFromGetByUserId {
     dateChallenge: {
         challengeDate: Date;
     } | null;
+    images: {
+        image: {mediaId: bigint}
+    }[];
 
     id: bigint;
     userId: bigint;
@@ -111,6 +114,7 @@ export interface ResponseFromGetByUserIdReform {
     context: string;
     challengeLocation: string | undefined;
     challengeDate: Date | undefined;
+    images: string[];
     requiredCount: number;
     remainingCount: number;
     createdAt: Date;
diff --git a/src/repositories/challenge.repositories.ts b/src/repositories/challenge.repositories.ts
index 1a921a5..e81f88a 100644
--- a/src/repositories/challenge.repositories.ts
+++ b/src/repositories/challenge.repositories.ts
@@ -1,8 +1,11 @@
+import { challengeImageUplaodBody } from 'src/dtos/challenge.dtos.js';
 import {prisma} from '../db.config.js';
 import {
   ChallengeAcceptError, 
   ChallengeCompleteError, 
   ChallengeDeletionError, 
+  ChallengeImageMissingError, 
+  ChallengeImageUploadError, 
   ChallengeUpdateError
 } from '../errors.js';
 import {
@@ -39,8 +42,6 @@ export const challengeExist = async (userId: bigint): Promise<Boolean> => {
     }
   });
 
-  console.log(isExistChallenge);
-
   if(isExistChallenge){
     return true;
   }
@@ -216,8 +217,59 @@ export const getChallengeByUserId = async (
           challengeDate: true,
         },
       },
+      images: {
+        select: {
+          image: {
+            select: {
+              mediaId: true
+            }
+          }
+        }
+      }
     },
   });
 
+  //console.log(challenges[0].images);
+
   return challenges;
 };
+
+export const challengeImageUpload = async (
+  imageIdList: bigint[], 
+  challengeId: bigint, 
+  userId: bigint
+): Promise<{count: number}> => {
+  const duplicateChallenge = await prisma.challengeImage.findFirst({
+    where: {
+      challengeId: challengeId
+    }
+  });
+
+  if(duplicateChallenge){
+    throw new ChallengeImageUploadError({reason: `${challengeId}챌린지에 이미지가 이미 존재합니다.`});
+  }
+  
+  const foundImage = await prisma.image.findMany({
+    where: {
+      mediaId: {
+        in: imageIdList
+      },
+      userId: userId
+    },
+    select: {
+      id: true
+    }
+  });
+
+  if(foundImage.length !== imageIdList.length){
+    throw new ChallengeImageMissingError({reason: '서버에 존재하지 않는 이미지가 있습니다.'});
+  }
+
+  const inputData = challengeImageUplaodBody(foundImage, challengeId);
+
+  const upload = await prisma.challengeImage.createMany({
+    data: inputData
+  });
+
+  return upload;
+};
\ No newline at end of file
diff --git a/src/routers/tsoaRoutes.ts b/src/routers/tsoaRoutes.ts
index f2c50c3..fe10a09 100644
--- a/src/routers/tsoaRoutes.ts
+++ b/src/routers/tsoaRoutes.ts
@@ -535,6 +535,7 @@ const models: TsoaRoute.Models = {
             "context": {"dataType":"string","required":true},
             "challengeLocation": {"dataType":"union","subSchemas":[{"dataType":"string"},{"dataType":"undefined"}],"required":true},
             "challengeDate": {"dataType":"union","subSchemas":[{"dataType":"datetime"},{"dataType":"undefined"}],"required":true},
+            "images": {"dataType":"array","array":{"dataType":"string"},"required":true},
             "requiredCount": {"dataType":"double","required":true},
             "remainingCount": {"dataType":"double","required":true},
             "createdAt": {"dataType":"datetime","required":true},
@@ -1842,6 +1843,38 @@ export function RegisterRoutes(app: Router) {
             }
         });
         // WARNING: This file was auto-generated with tsoa. Please do not modify it. Re-run tsoa to re-generate this file: https://github.com/lukeautry/tsoa
+        const argsChallengeController_handleChallengeImageUpload: Record<string, TsoaRoute.ParameterSchema> = {
+                challengeId: {"in":"path","name":"challengeId","required":true,"dataType":"string"},
+                req: {"in":"request","name":"req","required":true,"dataType":"object"},
+                body: {"in":"body","name":"body","required":true,"dataType":"array","array":{"dataType":"string"}},
+        };
+        app.post('/challenge/images/upload/:challengeId',
+            ...(fetchMiddlewares<RequestHandler>(ChallengeController)),
+            ...(fetchMiddlewares<RequestHandler>(ChallengeController.prototype.handleChallengeImageUpload)),
+
+            async function ChallengeController_handleChallengeImageUpload(request: ExRequest, response: ExResponse, next: any) {
+
+            // WARNING: This file was auto-generated with tsoa. Please do not modify it. Re-run tsoa to re-generate this file: https://github.com/lukeautry/tsoa
+
+            let validatedArgs: any[] = [];
+            try {
+                validatedArgs = templateService.getValidatedArgs({ args: argsChallengeController_handleChallengeImageUpload, request, response });
+
+                const controller = new ChallengeController();
+
+              await templateService.apiHandler({
+                methodName: 'handleChallengeImageUpload',
+                controller,
+                response,
+                next,
+                validatedArgs,
+                successStatus: 200,
+              });
+            } catch (err) {
+                return next(err);
+            }
+        });
+        // WARNING: This file was auto-generated with tsoa. Please do not modify it. Re-run tsoa to re-generate this file: https://github.com/lukeautry/tsoa
 
     // WARNING: This file was auto-generated with tsoa. Please do not modify it. Re-run tsoa to re-generate this file: https://github.com/lukeautry/tsoa
 
diff --git a/src/services/challenge.services.ts b/src/services/challenge.services.ts
index 22cc688..fa46f46 100644
--- a/src/services/challenge.services.ts
+++ b/src/services/challenge.services.ts
@@ -16,6 +16,7 @@ import {
   acceptChallenge,
   getChallengeByUserId,
   completeChallenge,
+  challengeImageUpload,
 } from '../repositories/challenge.repositories.js';
 import {
   ChallengeUpdateError,
@@ -107,3 +108,18 @@ export const serviceGetByUserId = async (
     throw error;
   }
 };
+
+export const serviceChallengeImageUpload = async (
+  imageIdList: string[],
+  challengeId: string,
+  userId: bigint
+): Promise<void> => {
+  const imageList: bigint[] = imageIdList.map((value: string) => {return BigInt(value);});
+  const challenge: bigint = BigInt(challengeId);
+
+  const result: {count: number}= await challengeImageUpload(imageList, challenge, userId);
+
+  if(imageIdList.length !== result.count){
+    throw new Error('챌린지에 이미지 업로드 중 문제가 생겼습니다.');
+  }
+};
\ No newline at end of file
diff --git a/swagger/swagger.json b/swagger/swagger.json
index 1a9b2ff..30e467e 100644
--- a/swagger/swagger.json
+++ b/swagger/swagger.json
@@ -1464,6 +1464,12 @@
 						"type": "string",
 						"format": "date-time"
 					},
+					"images": {
+						"items": {
+							"type": "string"
+						},
+						"type": "array"
+					},
 					"requiredCount": {
 						"type": "number",
 						"format": "double"
@@ -1501,6 +1507,7 @@
 					"userId",
 					"title",
 					"context",
+					"images",
 					"requiredCount",
 					"remainingCount",
 					"createdAt",
@@ -1563,7 +1570,7 @@
 			"description": "Sweepic local server"
 		},
 		{
-			"url": "http://3.37.137.212:3000",
+			"url": "https://sweepic.store",
 			"description": "Sweepic server"
 		}
 	],
@@ -5298,6 +5305,135 @@
 				]
 			}
 		},
+		"/challenge/images/upload/{challengeId}": {
+			"post": {
+				"operationId": "HandleChallengeImageUpload",
+				"responses": {
+					"200": {
+						"description": "챌린지 이미지 업로드 성공 응답",
+						"content": {
+							"application/json": {
+								"schema": {
+									"$ref": "#/components/schemas/ITsoaSuccessResponse_string_"
+								}
+							}
+						}
+					},
+					"400": {
+						"description": "Not Found",
+						"content": {
+							"application/json": {
+								"schema": {
+									"$ref": "#/components/schemas/ITsoaErrorResponse"
+								},
+								"examples": {
+									"Example 1": {
+										"value": {
+											"resultType": "FAIL",
+											"error": {
+												"errorCode": "SRH-400",
+												"reason": "req.user 정보가 없습니다.",
+												"data": null
+											},
+											"success": null
+										}
+									},
+									"Example 2": {
+										"value": {
+											"resultType": "FAIL",
+											"error": {
+												"errorCode": "CHL-400",
+												"reason": "이미지 업로드 중 문제가 발생했습니다.",
+												"data": null
+											},
+											"success": null
+										}
+									}
+								}
+							}
+						}
+					},
+					"404": {
+						"description": "Not Found",
+						"content": {
+							"application/json": {
+								"schema": {
+									"$ref": "#/components/schemas/ITsoaErrorResponse"
+								},
+								"examples": {
+									"Example 1": {
+										"value": {
+											"resultType": "FAIL",
+											"error": {
+												"errorCode": "CHL-404",
+												"reason": "이미지가 서버에 존재하지 않습니다.",
+												"data": null
+											},
+											"success": null
+										}
+									}
+								}
+							}
+						}
+					},
+					"500": {
+						"description": "Internal Server Error",
+						"content": {
+							"application/json": {
+								"schema": {
+									"$ref": "#/components/schemas/ITsoaErrorResponse"
+								},
+								"examples": {
+									"Example 1": {
+										"value": {
+											"resultType": "FAIL",
+											"error": {
+												"errorCode": "SER-001",
+												"reason": "내부 서버 오류입니다.",
+												"data": null
+											},
+											"success": null
+										}
+									}
+								}
+							}
+						}
+					}
+				},
+				"description": "챌린지의 이미지들을 업로드합니다.",
+				"summary": "챌린지 이미지 업로드 API",
+				"tags": [
+					"Challenge"
+				],
+				"security": [],
+				"parameters": [
+					{
+						"description": "챌린지 ID",
+						"in": "path",
+						"name": "challengeId",
+						"required": true,
+						"schema": {
+							"type": "string"
+						}
+					}
+				],
+				"requestBody": {
+					"description": "이미지ID의 배열(string[])",
+					"required": true,
+					"content": {
+						"application/json": {
+							"schema": {
+								"items": {
+									"type": "string"
+								},
+								"type": "array",
+								"description": "이미지ID의 배열(string[])"
+							}
+						}
+					}
+				}
+			}
+		},
 		"/memo/image-format/folders/{folderId}": {
 			"post": {
 				"operationId": "HandlerMemoImageAdd",