diff --git a/src/Type/IntegerRangeType.php b/src/Type/IntegerRangeType.php
index b7962f71ae..534be0ebbb 100644
--- a/src/Type/IntegerRangeType.php
+++ b/src/Type/IntegerRangeType.php
@@ -2,6 +2,7 @@
 
 namespace PHPStan\Type;
 
+use PHPStan\Php\PhpVersion;
 use PHPStan\PhpDocParser\Ast\ConstExpr\ConstExprIntegerNode;
 use PHPStan\PhpDocParser\Ast\Type\ConstTypeNode;
 use PHPStan\PhpDocParser\Ast\Type\GenericTypeNode;
@@ -689,6 +690,15 @@ public function toPhpDocNode(): TypeNode
 		return new GenericTypeNode(new IdentifierTypeNode('int'), [$min, $max]);
 	}
 
+	public function looseCompare(Type $type, PhpVersion $phpVersion): BooleanType
+	{
+		if ($this->isSmallerThan($type)->yes() || $this->isGreaterThan($type)->yes()) {
+			return new ConstantBooleanType(false);
+		}
+
+		return parent::looseCompare($type, $phpVersion);
+	}
+
 	/**
 	 * @param mixed[] $properties
 	 */
diff --git a/src/Type/NullType.php b/src/Type/NullType.php
index e72cf25be2..a59f86e868 100644
--- a/src/Type/NullType.php
+++ b/src/Type/NullType.php
@@ -331,6 +331,10 @@ public function looseCompare(Type $type, PhpVersion $phpVersion): BooleanType
 			return new ConstantBooleanType($this->getValue() == []); // phpcs:ignore
 		}
 
+		if ($type instanceof CompoundType) {
+			return $type->looseCompare($this, $phpVersion);
+		}
+
 		return new BooleanType();
 	}
 
diff --git a/src/Type/Traits/ConstantScalarTypeTrait.php b/src/Type/Traits/ConstantScalarTypeTrait.php
index 5a8d6dcfc5..527d10b68a 100644
--- a/src/Type/Traits/ConstantScalarTypeTrait.php
+++ b/src/Type/Traits/ConstantScalarTypeTrait.php
@@ -66,6 +66,10 @@ public function looseCompare(Type $type, PhpVersion $phpVersion): BooleanType
 			return new ConstantBooleanType($this->getValue() == []); // phpcs:ignore
 		}
 
+		if ($type instanceof CompoundType) {
+			return $type->looseCompare($this, $phpVersion);
+		}
+
 		return parent::looseCompare($type, $phpVersion);
 	}
 
diff --git a/tests/PHPStan/Rules/Comparison/ConstantLooseComparisonRuleTest.php b/tests/PHPStan/Rules/Comparison/ConstantLooseComparisonRuleTest.php
index f34dd4876b..213b9df52d 100644
--- a/tests/PHPStan/Rules/Comparison/ConstantLooseComparisonRuleTest.php
+++ b/tests/PHPStan/Rules/Comparison/ConstantLooseComparisonRuleTest.php
@@ -171,4 +171,71 @@ public function testTreatPhpDocTypesAsCertain(bool $treatPhpDocTypesAsCertain, a
 		$this->analyse([__DIR__ . '/data/loose-comparison-treat-phpdoc-types.php'], $expectedErrors);
 	}
 
+	public function testBug11694(): void
+	{
+		$this->checkAlwaysTrueStrictComparison = true;
+		$this->analyse([__DIR__ . '/data/bug-11694.php'], [
+			[
+				'Loose comparison using == between 3 and int<10, 20> will always evaluate to false.',
+				17,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between int<10, 20> and 3 will always evaluate to false.',
+				18,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between 23 and int<10, 20> will always evaluate to false.',
+				23,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between int<10, 20> and 23 will always evaluate to false.',
+				24,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between null and int<10, 20> will always evaluate to false.',
+				26,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between int<10, 20> and null will always evaluate to false.',
+				27,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between \' 3\' and int<10, 20> will always evaluate to false.',
+				32,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between int<10, 20> and \' 3\' will always evaluate to false.',
+				33,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between \' 23\' and int<10, 20> will always evaluate to false.',
+				38,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between int<10, 20> and \' 23\' will always evaluate to false.',
+				39,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between false and int<10, 20> will always evaluate to false.',
+				44,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+			[
+				'Loose comparison using == between int<10, 20> and false will always evaluate to false.',
+				45,
+				'Because the type is coming from a PHPDoc, you can turn off this check by setting <fg=cyan>treatPhpDocTypesAsCertain: false</> in your <fg=cyan>%configurationFile%</>.',
+			],
+		]);
+	}
+
 }
diff --git a/tests/PHPStan/Rules/Comparison/data/bug-11694.php b/tests/PHPStan/Rules/Comparison/data/bug-11694.php
new file mode 100644
index 0000000000..5c8566f788
--- /dev/null
+++ b/tests/PHPStan/Rules/Comparison/data/bug-11694.php
@@ -0,0 +1,45 @@
+<?php
+
+namespace Bug11694;
+
+/**
+ * @param int $value
+ * @return int<10, 20>
+ */
+function test(int $value) : int {
+	if ($value > 5) {
+		return 10;
+	}
+
+	return 20;
+}
+
+if (3 == test(3)) {}
+if (test(3) == 3) {}
+
+if (13 == test(3)) {}
+if (test(3) == 13) {}
+
+if (23 == test(3)) {}
+if (test(3) == 23) {}
+
+if (null == test(3)) {}
+if (test(3) == null) {}
+
+if ('13foo' == test(3)) {}
+if (test(3) == '13foo') {}
+
+if (' 3' == test(3)) {}
+if (test(3) == ' 3') {}
+
+if (' 13' == test(3)) {}
+if (test(3) == ' 13') {}
+
+if (' 23' == test(3)) {}
+if (test(3) == ' 23') {}
+
+if (true == test(3)) {}
+if (test(3) == true) {}
+
+if (false == test(3)) {}
+if (test(3) == false) {}