diff --git a/packages/cli/package.json b/packages/cli/package.json
index 69425cec8..d13c5c685 100644
--- a/packages/cli/package.json
+++ b/packages/cli/package.json
@@ -13,7 +13,7 @@
     "@stoplight/prism-http": "5.14.0",
     "@stoplight/prism-http-server": "^5.15.0",
     "@stoplight/types": "^14.1.0",
-    "chalk": "^4.1.2",
+    "chalk": "^5.6.2",
     "chokidar": "^3.5.2",
     "fp-ts": "^2.11.5",
     "json-schema-faker": "0.5.9",
diff --git a/packages/http/package.json b/packages/http/package.json
index 9adf112c6..d43a6670f 100644
--- a/packages/http/package.json
+++ b/packages/http/package.json
@@ -30,7 +30,7 @@
     "ajv": "^8.4.0",
     "ajv-formats": "^2.1.1",
     "caseless": "^0.12.0",
-    "chalk": "^4.1.2",
+    "chalk": "^5.6.2",
     "content-type": "^1.0.4",
     "fp-ts": "^2.11.5",
     "http-proxy-agent": "^5.0.0",
diff --git a/yarn.lock b/yarn.lock
index 6e7f39c40..a9527f954 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -2478,6 +2478,11 @@ chalk@^4.1.0, chalk@^4.1.2:
     ansi-styles "^4.1.0"
     supports-color "^7.1.0"
 
+chalk@^5.6.2:
+  version "5.6.2"
+  resolved "https://registry.yarnpkg.com/chalk/-/chalk-5.6.2.tgz#b1238b6e23ea337af71c7f8a295db5af0c158aea"
+  integrity sha512-7NzBL0rN6fMUW+f7A6Io4h40qQlG+xGmtMxfbnH/K7TAtt8JQWVQK+6g0UXKMeVJoyV5EkkNsErQ8pVD3bLHbA==
+
 char-regex@^1.0.2:
   version "1.0.2"
   resolved "https://registry.yarnpkg.com/char-regex/-/char-regex-1.0.2.tgz#d744358226217f981ed58f479b1d6bcc29545dcf"