diff --git a/src/Condition.php b/src/Condition.php
index f42de31..2731c9b 100644
--- a/src/Condition.php
+++ b/src/Condition.php
@@ -421,6 +421,14 @@ private function matchesLogical(array $attributes): bool
     private function matchesEqual(mixed $value): bool
     {
         foreach ($this->values as $expected) {
+            if (\is_string($expected) && \is_string($value)) {
+                if (\strtolower($expected) === \strtolower($value)) {
+                    return true;
+                }
+
+                continue;
+            }
+
             if ($expected === $value) {
                 return true;
             }
@@ -435,12 +443,24 @@ private function matchesEqual(mixed $value): bool
     private function matchesContains(mixed $value, array $needles): bool
     {
         if (\is_array($value)) {
-            return \count(array_intersect($value, $needles)) > 0;
+            // Mirror the old array_intersect() semantics (scalars compared as
+            // strings, so 200 matches '200') while folding case.
+            foreach ($value as $item) {
+                foreach ($needles as $needle) {
+                    if (\is_scalar($item) && \is_scalar($needle)
+                        && \strtolower((string) $item) === \strtolower((string) $needle)) {
+                        return true;
+                    }
+                }
+            }
+
+            return false;
         }
 
         if (\is_string($value)) {
+            $haystack = \strtolower($value);
             foreach ($needles as $needle) {
-                if (\is_string($needle) && $needle !== '' && str_contains($value, $needle)) {
+                if (\is_string($needle) && $needle !== '' && str_contains($haystack, \strtolower($needle))) {
                     return true;
                 }
             }
@@ -481,7 +501,7 @@ private function matchesPrefix(mixed $value): bool
             return false;
         }
 
-        return str_starts_with($value, $prefix);
+        return str_starts_with(\strtolower($value), \strtolower($prefix));
     }
 
     private function matchesSuffix(mixed $value): bool
@@ -492,7 +512,7 @@ private function matchesSuffix(mixed $value): bool
             return false;
         }
 
-        return str_ends_with($value, $suffix);
+        return str_ends_with(\strtolower($value), \strtolower($suffix));
     }
 
     /**
diff --git a/tests/ConditionTest.php b/tests/ConditionTest.php
index aad0d25..e6d0dfe 100644
--- a/tests/ConditionTest.php
+++ b/tests/ConditionTest.php
@@ -170,6 +170,50 @@ public function testConditionSerializationRoundTrip(): void
         $this->assertFalse($parsed->matches(['ip' => '127.0.0.1', 'path' => '/web']));
     }
 
+    public function testMatchingIsCaseInsensitive(): void
+    {
+        // equal: rule value and resolved attribute differ only in case.
+        $country = Condition::equal('country', ['in']);
+        $this->assertTrue($country->matches(['country' => 'IN']));
+        $this->assertTrue($country->matches(['country' => 'In']));
+        $this->assertFalse($country->matches(['country' => 'US']));
+
+        // notEqual inherits the same folding.
+        $notCountry = Condition::notEqual('country', 'in');
+        $this->assertFalse($notCountry->matches(['country' => 'IN']));
+        $this->assertTrue($notCountry->matches(['country' => 'US']));
+
+        // contains: both the string-haystack and array-membership forms fold case.
+        $stringContains = Condition::contains('userAgent', ['CURL']);
+        $this->assertTrue($stringContains->matches(['userAgent' => 'curl/8.4']));
+
+        $arrayContains = Condition::contains('tags', ['Security']);
+        $this->assertTrue($arrayContains->matches(['tags' => ['security', 'waf']]));
+
+        // Array membership keeps the old array_intersect() loose scalar
+        // semantics: an int needle still matches a numeric-string element.
+        $numericContains = Condition::contains('codes', [200]);
+        $this->assertTrue($numericContains->matches(['codes' => ['200', '404']]));
+
+        // prefix / suffix fold case too.
+        $startsWith = Condition::startsWith('path', '/API');
+        $this->assertTrue($startsWith->matches(['path' => '/api/v1']));
+
+        $endsWith = Condition::endsWith('path', '.JSON');
+        $this->assertTrue($endsWith->matches(['path' => '/status.json']));
+
+        // Non-string values keep strict semantics (no accidental coercion).
+        $numeric = Condition::equal('count', [10]);
+        $this->assertTrue($numeric->matches(['count' => 10]));
+        $this->assertFalse($numeric->matches(['count' => '10']));
+
+        // Ordering operators stay case-sensitive so string boundaries remain
+        // deterministic — only equality/substring matching folds case.
+        $between = Condition::between('name', 'BANANA', 'CHERRY');
+        $this->assertFalse($between->matches(['name' => 'banana']));
+        $this->assertTrue($between->matches(['name' => 'CANARY']));
+    }
+
     public function testInvalidMethodThrowsException(): void
     {
         $this->expectException(ConditionException::class);