diff --git a/CHANGELOG.md b/CHANGELOG.md
index 1f66686e4a4e..169c2270b0f7 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -11,11 +11,12 @@
 ### Fixes
 
 - `[expect]` Handle readonly properties correctly ([#9575](https://github.com/facebook/jest/pull/9575))
+- `[jest-cli]` Set `coverageProvider` correctly when provided in config ([#9562](https://github.com/facebook/jest/pull/9562))
+- `[jest-cli]` Allow specifying `.cjs` and `.mjs` config files by `--config` CLI option ([#9578](https://github.com/facebook/jest/pull/9578))
+- `[jest-cli]` Update yargs to fix CLI flag overriding ([#9519](https://github.com/facebook/jest/pull/9519))
 - `[jest-config]` Treat `setupFilesAfterEnv` like `setupFiles` when normalizing configs against presets ([#9495](https://github.com/facebook/jest/pull/9495))
 - `[jest-config]` Support `.mjs` config files on Windows as well ([#9558](https://github.com/facebook/jest/pull/9558))
 - `[jest-config]` Verify `rootDir` and all `roots` are directories ([#9569](https://github.com/facebook/jest/pull/9569))
-- `[jest-cli]` Set `coverageProvider` correctly when provided in config ([#9562](https://github.com/facebook/jest/pull/9562))
-- `[jest-cli]` Allow specifying `.cjs` and `.mjs` config files by `--config` CLI option ([#9578](https://github.com/facebook/jest/pull/9578))
 - `[jest-config]` Ensure pattern of `replacePosixSep` is a string ([#9546](https://github.com/facebook/jest/pull/9546)
 - `[jest-haste-map]` Fix crash on unix based systems without find ([#9579](https://github.com/facebook/jest/pull/9579))
 - `[jest-jasmine2]` Fix `--testNamePattern` matching with `concurrent` tests ([#9090](https://github.com/facebook/jest/pull/9090))
diff --git a/e2e/__tests__/config.test.ts b/e2e/__tests__/config.test.ts
index 002cd04fd65e..c4a1eee622fd 100644
--- a/e2e/__tests__/config.test.ts
+++ b/e2e/__tests__/config.test.ts
@@ -68,3 +68,16 @@ test('works with jsdom testEnvironmentOptions config JSON', () => {
   expect(result.exitCode).toBe(0);
   expect(result.stderr).toContain('found url jestjs.io');
 });
+
+test('negated flags override previous flags', () => {
+  const {stdout} = runJest('verbose-reporter', [
+    '--show-config',
+    '--silent',
+    '--no-silent',
+    '--silent',
+  ]);
+
+  const parsedConfig = JSON.parse(stdout);
+
+  expect(parsedConfig.globalConfig.silent).toEqual(true);
+});
diff --git a/packages/jest-cli/package.json b/packages/jest-cli/package.json
index e013b62bdd02..3588bb96fba2 100644
--- a/packages/jest-cli/package.json
+++ b/packages/jest-cli/package.json
@@ -17,7 +17,7 @@
     "jest-validate": "^25.1.0",
     "prompts": "^2.0.1",
     "realpath-native": "^2.0.0",
-    "yargs": "^15.0.0"
+    "yargs": "^15.2.0"
   },
   "devDependencies": {
     "@jest/test-utils": "^25.1.0",
diff --git a/packages/jest-repl/package.json b/packages/jest-repl/package.json
index 12d7dbf4ac40..f2530d0bd377 100644
--- a/packages/jest-repl/package.json
+++ b/packages/jest-repl/package.json
@@ -16,7 +16,7 @@
     "jest-runtime": "^25.1.0",
     "jest-validate": "^25.1.0",
     "repl": "^0.1.3",
-    "yargs": "^15.0.0"
+    "yargs": "^15.2.0"
   },
   "devDependencies": {
     "@jest/test-utils": "^25.1.0",
diff --git a/packages/jest-runtime/package.json b/packages/jest-runtime/package.json
index a7af1a73d5d1..e05141f6e48d 100644
--- a/packages/jest-runtime/package.json
+++ b/packages/jest-runtime/package.json
@@ -34,7 +34,7 @@
     "realpath-native": "^2.0.0",
     "slash": "^3.0.0",
     "strip-bom": "^4.0.0",
-    "yargs": "^15.0.0"
+    "yargs": "^15.2.0"
   },
   "devDependencies": {
     "@jest/test-utils": "^25.1.0",
diff --git a/yarn.lock b/yarn.lock
index 98ed8db9afe2..a54f6c17abf2 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -2496,9 +2496,9 @@
     "@types/yargs-parser" "*"
 
 "@types/yargs@^15.0.0", "@types/yargs@^15.0.3":
-  version "15.0.3"
-  resolved "https://registry.yarnpkg.com/@types/yargs/-/yargs-15.0.3.tgz#41453a0bc7ab393e995d1f5451455638edbd2baf"
-  integrity sha512-XCMQRK6kfpNBixHLyHUsGmXrpEmFFxzMrcnSXFMziHd8CoNJo8l16FkHyQq4x+xbM7E2XL83/O78OD8u+iZTdQ==
+  version "15.0.4"
+  resolved "https://registry.yarnpkg.com/@types/yargs/-/yargs-15.0.4.tgz#7e5d0f8ca25e9d5849f2ea443cf7c402decd8299"
+  integrity sha512-9T1auFmbPZoxHz0enUFlUuKRy3it01R+hlggyVUMtnCTQRunsQYifnSGb8hET4Xo8yiC0o0r1paW3ud5+rbURg==
   dependencies:
     "@types/yargs-parser" "*"
 
@@ -15056,10 +15056,10 @@ yargs-parser@^15.0.0:
     camelcase "^5.0.0"
     decamelize "^1.2.0"
 
-yargs-parser@^16.1.0:
-  version "16.1.0"
-  resolved "https://registry.yarnpkg.com/yargs-parser/-/yargs-parser-16.1.0.tgz#73747d53ae187e7b8dbe333f95714c76ea00ecf1"
-  integrity sha512-H/V41UNZQPkUMIT5h5hiwg4QKIY1RPvoBV4XcjUbRM8Bk2oKqqyZ0DIEbTFZB0XjbtSPG8SAa/0DxCQmiRgzKg==
+yargs-parser@^17.1.0:
+  version "17.1.0"
+  resolved "https://registry.yarnpkg.com/yargs-parser/-/yargs-parser-17.1.0.tgz#b95ff3201e98b89e86070f92bef636016a0b0766"
+  integrity sha512-67zLl4/kWtp9eyVuxX+fHZ2Ey4ySWh0awDJlk/EtT0vzspsXbzrFsh76WjYSP3L++zhSwHQRUE3MCBe754RuEg==
   dependencies:
     camelcase "^5.0.0"
     decamelize "^1.2.0"
@@ -15131,10 +15131,10 @@ yargs@^14.2.2:
     y18n "^4.0.0"
     yargs-parser "^15.0.0"
 
-yargs@^15.0.0:
-  version "15.1.0"
-  resolved "https://registry.yarnpkg.com/yargs/-/yargs-15.1.0.tgz#e111381f5830e863a89550bd4b136bb6a5f37219"
-  integrity sha512-T39FNN1b6hCW4SOIk1XyTOWxtXdcen0t+XYrysQmChzSipvhBO8Bj0nK1ozAasdk24dNWuMZvr4k24nz+8HHLg==
+yargs@^15.2.0:
+  version "15.2.0"
+  resolved "https://registry.yarnpkg.com/yargs/-/yargs-15.2.0.tgz#cb9fc7f7ec429f7e9329b623f5c707a62dae506a"
+  integrity sha512-E+o8C37U+M7N15rBJVxr0MoInp+O7XNhMqveSGWA5uhddqs8qtkZ+uvT9FI32QML0SKidXdDONr40Xe3tDO9FA==
   dependencies:
     cliui "^6.0.0"
     decamelize "^1.2.0"
@@ -15146,7 +15146,7 @@ yargs@^15.0.0:
     string-width "^4.2.0"
     which-module "^2.0.0"
     y18n "^4.0.0"
-    yargs-parser "^16.1.0"
+    yargs-parser "^17.1.0"
 
 yargs@^2.3.0:
   version "2.3.0"