diff --git a/src/index.ts b/src/index.ts
index 8427111..80c01a1 100644
--- a/src/index.ts
+++ b/src/index.ts
@@ -1,5 +1,8 @@
 import { application } from './application.js'
 import { HOST, PORT } from './tools/configurations/index.js'
 
-const address = await application.listen(PORT, HOST)
+const address = await application.listen({
+  port: PORT,
+  host: HOST
+})
 console.log('\u001B[36m%s\u001B[0m', `🚀  Server listening at ${address}`)
diff --git a/src/services/uploads/guilds/delete.ts b/src/services/uploads/guilds/delete.ts
new file mode 100644
index 0000000..22b78dd
--- /dev/null
+++ b/src/services/uploads/guilds/delete.ts
@@ -0,0 +1,48 @@
+import { FastifyPluginAsync, FastifySchema } from 'fastify'
+import { Type } from '@sinclair/typebox'
+
+import { fastifyErrors } from '../../../models/utils.js'
+import verifyAPIKey from '../../../tools/plugins/verifyAPIKey.js'
+import {
+  DeleteParameters,
+  deleteParameters,
+  deleteUploadedFile
+} from '../../../tools/utils/deleteUploadedFile.js'
+
+export const deleteServiceSchema: FastifySchema = {
+  tags: ['guilds'] as string[],
+  security: [
+    {
+      apiKeyAuth: []
+    }
+  ] as Array<{ [key: string]: [] }>,
+  params: deleteParameters,
+  response: {
+    200: Type.String(),
+    400: fastifyErrors[400],
+    404: fastifyErrors[404],
+    500: fastifyErrors[500]
+  }
+} as const
+
+export const deleteGuildsUploadsService: FastifyPluginAsync = async (
+  fastify
+) => {
+  await fastify.register(verifyAPIKey)
+
+  await fastify.route<{
+    Params: DeleteParameters
+  }>({
+    method: 'DELETE',
+    url: '/uploads/guilds/:file',
+    schema: deleteServiceSchema,
+    handler: async (request, reply) => {
+      return await deleteUploadedFile({
+        fastify,
+        request,
+        reply,
+        folder: 'guilds'
+      })
+    }
+  })
+}
diff --git a/src/services/uploads/index.ts b/src/services/uploads/index.ts
index 281348b..27d34dc 100644
--- a/src/services/uploads/index.ts
+++ b/src/services/uploads/index.ts
@@ -1,19 +1,25 @@
 import { FastifyPluginAsync } from 'fastify'
 
+import { deleteGuildsUploadsService } from './guilds/delete.js'
 import { getGuildsUploadsService } from './guilds/get.js'
 import { postGuildsUploadsIconService } from './guilds/post.js'
+import { deleteMessagesUploadsService } from './messages/delete.js'
 import { getMessagesUploadsService } from './messages/get.js'
 import { postMessagesUploadsService } from './messages/post.js'
+import { deleteUsersUploadsService } from './users/delete.js'
 import { getUsersUploadsService } from './users/get.js'
 import { postUsersUploadsLogoService } from './users/post.js'
 
 export const uploadsService: FastifyPluginAsync = async (fastify) => {
+  await fastify.register(deleteGuildsUploadsService)
   await fastify.register(getGuildsUploadsService)
   await fastify.register(postGuildsUploadsIconService)
 
+  await fastify.register(deleteMessagesUploadsService)
   await fastify.register(getMessagesUploadsService)
   await fastify.register(postMessagesUploadsService)
 
+  await fastify.register(deleteUsersUploadsService)
   await fastify.register(getUsersUploadsService)
   await fastify.register(postUsersUploadsLogoService)
 }
diff --git a/src/services/uploads/messages/delete.ts b/src/services/uploads/messages/delete.ts
new file mode 100644
index 0000000..3e64271
--- /dev/null
+++ b/src/services/uploads/messages/delete.ts
@@ -0,0 +1,48 @@
+import { FastifyPluginAsync, FastifySchema } from 'fastify'
+import { Type } from '@sinclair/typebox'
+
+import { fastifyErrors } from '../../../models/utils.js'
+import verifyAPIKey from '../../../tools/plugins/verifyAPIKey.js'
+import {
+  DeleteParameters,
+  deleteParameters,
+  deleteUploadedFile
+} from '../../../tools/utils/deleteUploadedFile.js'
+
+export const deleteServiceSchema: FastifySchema = {
+  tags: ['messages'] as string[],
+  security: [
+    {
+      apiKeyAuth: []
+    }
+  ] as Array<{ [key: string]: [] }>,
+  params: deleteParameters,
+  response: {
+    200: Type.String(),
+    400: fastifyErrors[400],
+    404: fastifyErrors[404],
+    500: fastifyErrors[500]
+  }
+} as const
+
+export const deleteMessagesUploadsService: FastifyPluginAsync = async (
+  fastify
+) => {
+  await fastify.register(verifyAPIKey)
+
+  await fastify.route<{
+    Params: DeleteParameters
+  }>({
+    method: 'DELETE',
+    url: '/uploads/messages/:file',
+    schema: deleteServiceSchema,
+    handler: async (request, reply) => {
+      return await deleteUploadedFile({
+        fastify,
+        request,
+        reply,
+        folder: 'messages'
+      })
+    }
+  })
+}
diff --git a/src/services/uploads/users/delete.ts b/src/services/uploads/users/delete.ts
new file mode 100644
index 0000000..1adc366
--- /dev/null
+++ b/src/services/uploads/users/delete.ts
@@ -0,0 +1,48 @@
+import { FastifyPluginAsync, FastifySchema } from 'fastify'
+import { Type } from '@sinclair/typebox'
+
+import { fastifyErrors } from '../../../models/utils.js'
+import verifyAPIKey from '../../../tools/plugins/verifyAPIKey.js'
+import {
+  DeleteParameters,
+  deleteParameters,
+  deleteUploadedFile
+} from '../../../tools/utils/deleteUploadedFile.js'
+
+export const deleteServiceSchema: FastifySchema = {
+  tags: ['users'] as string[],
+  security: [
+    {
+      apiKeyAuth: []
+    }
+  ] as Array<{ [key: string]: [] }>,
+  params: deleteParameters,
+  response: {
+    200: Type.String(),
+    400: fastifyErrors[400],
+    404: fastifyErrors[404],
+    500: fastifyErrors[500]
+  }
+} as const
+
+export const deleteUsersUploadsService: FastifyPluginAsync = async (
+  fastify
+) => {
+  await fastify.register(verifyAPIKey)
+
+  await fastify.route<{
+    Params: DeleteParameters
+  }>({
+    method: 'DELETE',
+    url: '/uploads/users/:file',
+    schema: deleteServiceSchema,
+    handler: async (request, reply) => {
+      return await deleteUploadedFile({
+        fastify,
+        request,
+        reply,
+        folder: 'users'
+      })
+    }
+  })
+}
diff --git a/src/tools/utils/deleteUploadedFile.ts b/src/tools/utils/deleteUploadedFile.ts
new file mode 100644
index 0000000..6fff882
--- /dev/null
+++ b/src/tools/utils/deleteUploadedFile.ts
@@ -0,0 +1,51 @@
+import { IncomingMessage, Server, ServerResponse } from 'node:http'
+import { fileURLToPath } from 'node:url'
+import fs from 'node:fs'
+
+import { Static, Type } from '@sinclair/typebox'
+import {
+  FastifyInstance,
+  FastifyLoggerInstance,
+  FastifyReply,
+  FastifyRequest,
+  FastifyTypeProviderDefault
+} from 'fastify'
+
+import { isExistingFile } from './isExistingFile.js'
+
+export const deleteParameters = Type.Object({
+  file: Type.String()
+})
+
+export type DeleteParameters = Static<typeof deleteParameters>
+
+export interface DeleteUploadedFileOptions {
+  folder: 'guilds' | 'messages' | 'users'
+  fastify: FastifyInstance<
+    Server,
+    IncomingMessage,
+    ServerResponse,
+    FastifyLoggerInstance,
+    FastifyTypeProviderDefault
+  >
+  request: FastifyRequest<{ Params: DeleteParameters }>
+  reply: FastifyReply
+}
+
+export const deleteUploadedFile = async (
+  options: DeleteUploadedFileOptions
+): Promise<string> => {
+  const { request, fastify, reply, folder } = options
+  if (request.apiKey == null) {
+    throw fastify.httpErrors.forbidden()
+  }
+  const { file } = request.params
+  const fileURL = new URL(`../../../uploads/${folder}/${file}`, import.meta.url)
+  const filePath = fileURLToPath(fileURL)
+  if (!(await isExistingFile(filePath))) {
+    throw fastify.httpErrors.notFound('File does not exist')
+  }
+  await fs.promises.rm(filePath, { force: true })
+  reply.statusCode = 200
+  return file
+}
diff --git a/src/tools/utils/isExistingFile.ts b/src/tools/utils/isExistingFile.ts
new file mode 100644
index 0000000..1d4f2d9
--- /dev/null
+++ b/src/tools/utils/isExistingFile.ts
@@ -0,0 +1,10 @@
+import fs from 'node:fs'
+
+export const isExistingFile = async (path: string): Promise<boolean> => {
+  try {
+    await fs.promises.access(path, fs.constants.F_OK)
+    return true
+  } catch {
+    return false
+  }
+}