diff --git a/internal/ingress/annotations/customheaders/main.go b/internal/ingress/annotations/customheaders/main.go
index 774e9c3d3a..bc0ef2eb52 100644
--- a/internal/ingress/annotations/customheaders/main.go
+++ b/internal/ingress/annotations/customheaders/main.go
@@ -18,6 +18,7 @@ package customheaders
 
 import (
 	"fmt"
+	"reflect"
 	"regexp"
 
 	"k8s.io/klog/v2"
@@ -35,6 +36,18 @@ type Config struct {
 	Headers map[string]string `json:"headers,omitempty"`
 }
 
+// Equal tests for equality between two Config types
+func (c1 *Config) Equal(c2 *Config) bool {
+	if c1 == c2 {
+		return true
+	}
+	if c1 == nil || c2 == nil {
+		return false
+	}
+
+	return reflect.DeepEqual(c1.Headers, c2.Headers)
+}
+
 var (
 	headerRegexp = regexp.MustCompile(`^[a-zA-Z\d\-_]+$`)
 	valueRegexp  = regexp.MustCompile(`^[a-zA-Z\d_ :;.,\\/"'?!(){}\[\]@<>=\-+*#$&\x60|~^%]+$`)
diff --git a/pkg/apis/ingress/types_equals.go b/pkg/apis/ingress/types_equals.go
index aa6c3efa76..6fba3bd453 100644
--- a/pkg/apis/ingress/types_equals.go
+++ b/pkg/apis/ingress/types_equals.go
@@ -467,6 +467,10 @@ func (l1 *Location) Equal(l2 *Location) bool {
 		return false
 	}
 
+	if !l1.CustomHeaders.Equal(&l2.CustomHeaders) {
+		return false
+	}
+
 	return true
 }
 
diff --git a/test/manifests/configuration-a.json b/test/manifests/configuration-a.json
index ba513c616a..f9599d77cd 100644
--- a/test/manifests/configuration-a.json
+++ b/test/manifests/configuration-a.json
@@ -302,7 +302,12 @@
 				"validationDepth": 0
 			},
 			"use-port-in-redirects": false,
-			"configuration-snippet": ""
+			"configuration-snippet": "",
+			"customHeaders": {
+				"headers": {
+					"Server": "HAL9000"
+				}
+			}
 		}]
 	}, {
 		"hostname": "dev.mycompany.com",
diff --git a/test/manifests/configuration-b.json b/test/manifests/configuration-b.json
index 9e40785b4d..d2e71bb29c 100644
--- a/test/manifests/configuration-b.json
+++ b/test/manifests/configuration-b.json
@@ -302,7 +302,12 @@
 				"validationDepth": 0
 			},
 			"use-port-in-redirects": false,
-			"configuration-snippet": ""
+			"configuration-snippet": "",
+			"customHeaders": {
+				"headers": {
+					"Server": "HAL9000"
+				}
+			}
 		}]
 	}, {
 		"hostname": "dev.mycompany.com",