diff --git a/package.json b/package.json
index 8191dbd..60c503f 100644
--- a/package.json
+++ b/package.json
@@ -21,7 +21,7 @@
   "devDependencies": {
     "@heroku-cli/schema": "^1.0.25",
     "@types/ansi-styles": "^3.2.1",
-    "@types/chai": "^4.3.16",
+    "@types/chai": "^5.0.0",
     "@types/fs-extra": "^9.0.13",
     "@types/mocha": "^10.0.6",
     "@types/nock": "^9.3.1",
@@ -34,7 +34,7 @@
     "@types/yargs-unparser": "^2.0.3",
     "@typescript-eslint/eslint-plugin": "6.21.0",
     "@typescript-eslint/parser": "6.21.0",
-    "chai": "^4.4.1",
+    "chai": "^5.1.2",
     "eslint": "^7.32.0",
     "eslint-config-oclif": "^4.0.0",
     "eslint-config-oclif-typescript": "^1.0.3",
diff --git a/yarn.lock b/yarn.lock
index 3d35eeb..10db2c2 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -547,15 +547,10 @@
     "@types/node" "*"
     "@types/responselike" "^1.0.0"
 
-"@types/chai@*":
-  version "4.2.7"
-  resolved "https://registry.npmjs.org/@types/chai/-/chai-4.2.7.tgz"
-  integrity sha512-luq8meHGYwvky0O7u0eQZdA7B4Wd9owUCqvbw2m3XCrCU8mplYOujMBbvyS547AxJkC+pGnd0Cm15eNxEUNU8g==
-
-"@types/chai@^4.3.16":
-  version "4.3.16"
-  resolved "https://registry.npmjs.org/@types/chai/-/chai-4.3.16.tgz"
-  integrity sha512-PatH4iOdyh3MyWtmHVFXLWCCIhUbopaltqddG9BzB+gMIzee2MJrvd+jouii9Z3wzQJruGWAm7WOMjgfG8hQlQ==
+"@types/chai@*", "@types/chai@^5.0.0":
+  version "5.0.0"
+  resolved "https://registry.yarnpkg.com/@types/chai/-/chai-5.0.0.tgz#7f981e71e69c9b2d422f58f78de1c59179782133"
+  integrity sha512-+DwhEHAaFPPdJ2ral3kNHFQXnTfscEEFsUxzD+d7nlcLrFK23JtNjH71RGasTcHb88b4vVi4mTyfpf8u2L8bdA==
 
 "@types/cli-progress@^3.11.0":
   version "3.11.0"
@@ -1077,6 +1072,11 @@ assertion-error@^1.1.0:
   resolved "https://registry.npmjs.org/assertion-error/-/assertion-error-1.1.0.tgz"
   integrity sha512-jgsaNduz+ndvGyFt3uSuWqvy4lCnIJiovtouQN5JZHOKCS2QuhEdbcQHFhVksz2N2U9hXJo8odG7ETyWlEeuDw==
 
+assertion-error@^2.0.1:
+  version "2.0.1"
+  resolved "https://registry.yarnpkg.com/assertion-error/-/assertion-error-2.0.1.tgz#f641a196b335690b1070bf00b6e7593fec190bf7"
+  integrity sha512-Izi8RQcffqCeNVgFigKli1ssklIbpHnCYc6AknXGYoB6grJqyeby7jv12JUQgmTAnIDnbck1uxksT4dzN3PWBA==
+
 astral-regex@^2.0.0:
   version "2.0.0"
   resolved "https://registry.npmjs.org/astral-regex/-/astral-regex-2.0.0.tgz"
@@ -1262,7 +1262,7 @@ cardinal@^2.1.1:
     ansicolors "~0.3.2"
     redeyed "~2.1.0"
 
-chai@^4.1.2, chai@^4.4.1:
+chai@^4.1.2:
   version "4.4.1"
   resolved "https://registry.npmjs.org/chai/-/chai-4.4.1.tgz"
   integrity sha512-13sOfMv2+DWduEU+/xbun3LScLoqN17nBeTLUsmDfKdoiC1fr0n9PU4guu4AhRcOVFk/sW8LyZWHuhWtQZiF+g==
@@ -1275,6 +1275,17 @@ chai@^4.1.2, chai@^4.4.1:
     pathval "^1.1.1"
     type-detect "^4.0.8"
 
+chai@^5.1.2:
+  version "5.1.2"
+  resolved "https://registry.yarnpkg.com/chai/-/chai-5.1.2.tgz#3afbc340b994ae3610ca519a6c70ace77ad4378d"
+  integrity sha512-aGtmf24DW6MLHHG5gCx4zaI3uBq3KRtxeVs0DjFH6Z0rDNbsvTxFASFvdj79pxjxZ8/5u3PIiN3IwEIQkiiuPw==
+  dependencies:
+    assertion-error "^2.0.1"
+    check-error "^2.1.1"
+    deep-eql "^5.0.1"
+    loupe "^3.1.0"
+    pathval "^2.0.0"
+
 chalk@^1.0.0, chalk@^1.1.3:
   version "1.1.3"
   resolved "https://registry.npmjs.org/chalk/-/chalk-1.1.3.tgz"
@@ -1315,6 +1326,11 @@ check-error@^1.0.3:
   dependencies:
     get-func-name "^2.0.2"
 
+check-error@^2.1.1:
+  version "2.1.1"
+  resolved "https://registry.yarnpkg.com/check-error/-/check-error-2.1.1.tgz#87eb876ae71ee388fa0471fe423f494be1d96ccc"
+  integrity sha512-OAlb+T7V4Op9OwdkjmguYRqncdlx5JiofwOAUkmTF+jNdHwzTaTs4sRAGpzLF3oOz5xAyDGrPgeIDFQmDOTiJw==
+
 chokidar@^3.5.3:
   version "3.6.0"
   resolved "https://registry.yarnpkg.com/chokidar/-/chokidar-3.6.0.tgz#197c6cc669ef2a8dc5e7b4d97ee4e092c3eb0d5b"
@@ -1649,6 +1665,11 @@ deep-eql@^4.1.3:
   dependencies:
     type-detect "^4.0.0"
 
+deep-eql@^5.0.1:
+  version "5.0.2"
+  resolved "https://registry.yarnpkg.com/deep-eql/-/deep-eql-5.0.2.tgz#4b756d8d770a9257300825d52a2c2cff99c3a341"
+  integrity sha512-h5k/5U50IJJFpzfL6nO9jaaumfjO/f2NjK/oYB2Djzm4p9L+3T9qWpZqZ2hAbLPuuYq9wrU08WQyBTL5GbPk5Q==
+
 deep-equal@^1.0.0:
   version "1.1.2"
   resolved "https://registry.npmjs.org/deep-equal/-/deep-equal-1.1.2.tgz"
@@ -3544,6 +3565,11 @@ loupe@^2.3.6:
   dependencies:
     get-func-name "^2.0.1"
 
+loupe@^3.1.0:
+  version "3.1.2"
+  resolved "https://registry.yarnpkg.com/loupe/-/loupe-3.1.2.tgz#c86e0696804a02218f2206124c45d8b15291a240"
+  integrity sha512-23I4pFZHmAemUnz8WZXbYRSKYj801VDaNv9ETuMh7IrMc7VuVVSo+Z9iLE3ni30+U48iDWfi30d3twAXBYmnCg==
+
 lowercase-keys@^1.0.0, lowercase-keys@^1.0.1:
   version "1.0.1"
   resolved "https://registry.npmjs.org/lowercase-keys/-/lowercase-keys-1.0.1.tgz"
@@ -4288,6 +4314,11 @@ pathval@^1.1.1:
   resolved "https://registry.npmjs.org/pathval/-/pathval-1.1.1.tgz"
   integrity sha512-Dp6zGqpTdETdR63lehJYPeIOqpiNBNtc7BpWSLrOje7UaIsE5aY92r/AunQA7rsXvet3lrJ3JnZX29UPTKXyKQ==
 
+pathval@^2.0.0:
+  version "2.0.0"
+  resolved "https://registry.yarnpkg.com/pathval/-/pathval-2.0.0.tgz#7e2550b422601d4f6b8e26f1301bc8f15a741a25"
+  integrity sha512-vE7JKRyES09KiunauX7nd2Q9/L7lhok4smP9RZTDeD4MVs72Dp2qNFVz39Nz5a0FVEW0BJR6C0DYrq6unoziZA==
+
 picocolors@^1.0.0:
   version "1.0.0"
   resolved "https://registry.npmjs.org/picocolors/-/picocolors-1.0.0.tgz"