diff --git a/.changeset/chubby-hotels-return.md b/.changeset/chubby-hotels-return.md
new file mode 100644
index 0000000000..f3a7235a12
--- /dev/null
+++ b/.changeset/chubby-hotels-return.md
@@ -0,0 +1,5 @@
+---
+'@backstage/plugin-catalog-react': patch
+---
+
+Fixed a but in the new alpha entity predicates where the `$in` operator mistakenly case sensitive.
diff --git a/plugins/catalog-react/src/alpha/predicates/entityPredicateToFilterFunction.test.ts b/plugins/catalog-react/src/alpha/predicates/entityPredicateToFilterFunction.test.ts
index c83b213970..152230de7c 100644
--- a/plugins/catalog-react/src/alpha/predicates/entityPredicateToFilterFunction.test.ts
+++ b/plugins/catalog-react/src/alpha/predicates/entityPredicateToFilterFunction.test.ts
@@ -149,6 +149,8 @@ describe('entityPredicateToFilterFunction', () => {
     ['s,w,g,a', Object.create({ kind: 'component' })],
     ['', { 'metadata.tags': { $contains: 'go' } }],
     ['', { 'metadata.tags.0': 'java' }],
+    ['s,w,g', { kind: { $in: ['component', 'group'] } }],
+    ['a', { $not: { kind: { $in: ['component', 'group'] } } }],
     ['w,g,a', { $not: { 'metadata.tags': { $contains: 'java' } } }],
     [
       's,g',
diff --git a/plugins/catalog-react/src/alpha/predicates/entityPredicateToFilterFunction.ts b/plugins/catalog-react/src/alpha/predicates/entityPredicateToFilterFunction.ts
index 2fa220e9e2..f223911992 100644
--- a/plugins/catalog-react/src/alpha/predicates/entityPredicateToFilterFunction.ts
+++ b/plugins/catalog-react/src/alpha/predicates/entityPredicateToFilterFunction.ts
@@ -15,11 +15,7 @@
  */
 
 import { JsonValue } from '@backstage/types';
-import {
-  EntityPredicate,
-  EntityPredicatePrimitive,
-  EntityPredicateValue,
-} from './types';
+import { EntityPredicate, EntityPredicateValue } from './types';
 import { valueAtPath } from './valueAtPath';
 
 /**
@@ -92,7 +88,7 @@ function evaluatePredicateValue(
     return value.some(v => evaluateEntityPredicate(filter.$contains, v));
   }
   if ('$in' in filter) {
-    return filter.$in.includes(value as EntityPredicatePrimitive);
+    return filter.$in.some(search => valuesAreEqual(value, search));
   }
   if ('$exists' in filter) {
     if (filter.$exists === true) {