diff --git a/jest/customMatchers.js b/jest/customMatchers.js
index 09fd808c9..e5e5b4348 100644
--- a/jest/customMatchers.js
+++ b/jest/customMatchers.js
@@ -1,3 +1,13 @@
+import prettier from 'prettier'
+import diff from 'jest-diff'
+
+function format(input) {
+  return prettier.format(input, {
+    parser: 'css',
+    printWidth: 100,
+  })
+}
+
 expect.extend({
   // Compare two CSS strings with all whitespace removed
   // This is probably naive but it's fast and works well enough.
@@ -6,16 +16,41 @@ expect.extend({
       return str.replace(/\s/g, '').replace(/;/g, '')
     }
 
-    if (stripped(received) === stripped(argument)) {
-      return {
-        message: () => `expected ${received} not to match CSS ${argument}`,
-        pass: true,
-      }
-    } else {
-      return {
-        message: () => `expected ${received} to match CSS ${argument}`,
-        pass: false,
-      }
+    const options = {
+      comment: 'stripped(received) === stripped(argument)',
+      isNot: this.isNot,
+      promise: this.promise,
     }
+
+    const pass = stripped(received) === stripped(argument)
+
+    const message = pass
+      ? () => {
+          return (
+            this.utils.matcherHint('toMatchCss', undefined, undefined, options) +
+            '\n\n' +
+            `Expected: not ${this.utils.printExpected(format(received))}\n` +
+            `Received: ${this.utils.printReceived(format(argument))}`
+          )
+        }
+      : () => {
+          const actual = format(received)
+          const expected = format(argument)
+
+          const diffString = diff(expected, actual, {
+            expand: this.expand,
+          })
+
+          return (
+            this.utils.matcherHint('toMatchCss', undefined, undefined, options) +
+            '\n\n' +
+            (diffString && diffString.includes('- Expect')
+              ? `Difference:\n\n${diffString}`
+              : `Expected: ${this.utils.printExpected(expected)}\n` +
+                `Received: ${this.utils.printReceived(actual)}`)
+          )
+        }
+
+    return { actual: received, message, pass }
   },
 })