diff --git a/CHANGELOG.md b/CHANGELOG.md
index 32172ccd..5ef50662 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -5,6 +5,9 @@ See updating [Changelog example here](https://keepachangelog.com/en/1.0.0/)
 
 ## [Unreleased]
 
+### Added
+- Managed Load Balancer: `MatchingCondition` field to frontend rule for controlling which operator to use when combining matchers
+
 ## [8.8.1]
 
 ### Changed
diff --git a/upcloud/load_balancer.go b/upcloud/load_balancer.go
index bd068a67..32c2c585 100644
--- a/upcloud/load_balancer.go
+++ b/upcloud/load_balancer.go
@@ -7,6 +7,7 @@ import (
 type (
 	LoadBalancerMode                              string
 	LoadBalancerMatcherType                       string
+	LoadBalancerMatchingCondition                 string
 	LoadBalancerActionType                        string
 	LoadBalancerActionHTTPRedirectScheme          string
 	LoadBalancerStringMatcherMethod               string
@@ -70,6 +71,9 @@ const (
 	LoadBalancerMatcherTypeURLParam     LoadBalancerMatcherType = "url_param"
 	LoadBalancerMatcherTypeNumMembersUp LoadBalancerMatcherType = "num_members_up"
 
+	LoadBalancerMatchingConditionAnd LoadBalancerMatchingCondition = "and"
+	LoadBalancerMatchingConditionOr  LoadBalancerMatchingCondition = "or"
+
 	LoadBalancerActionTypeUseBackend          LoadBalancerActionType = "use_backend"
 	LoadBalancerActionTypeTCPReject           LoadBalancerActionType = "tcp_reject"
 	LoadBalancerActionTypeHTTPReturn          LoadBalancerActionType = "http_return"
@@ -159,12 +163,13 @@ type LoadBalancerFrontend struct {
 
 // LoadBalancerFrontendRule represents frontend rule
 type LoadBalancerFrontendRule struct {
-	Name      string                `json:"name,omitempty"`
-	Priority  int                   `json:"priority,omitempty"`
-	Matchers  []LoadBalancerMatcher `json:"matchers,omitempty"`
-	Actions   []LoadBalancerAction  `json:"actions,omitempty"`
-	CreatedAt time.Time             `json:"created_at,omitempty"`
-	UpdatedAt time.Time             `json:"updated_at,omitempty"`
+	Name              string                        `json:"name,omitempty"`
+	Priority          int                           `json:"priority,omitempty"`
+	MatchingCondition LoadBalancerMatchingCondition `json:"matching_condition,omitempty"`
+	Matchers          []LoadBalancerMatcher         `json:"matchers,omitempty"`
+	Actions           []LoadBalancerAction          `json:"actions,omitempty"`
+	CreatedAt         time.Time                     `json:"created_at,omitempty"`
+	UpdatedAt         time.Time                     `json:"updated_at,omitempty"`
 }
 
 // LoadBalancerFrontendTLSConfig represents frontend TLS configuration
diff --git a/upcloud/request/load_balancer.go b/upcloud/request/load_balancer.go
index f0bce99c..45afd89d 100644
--- a/upcloud/request/load_balancer.go
+++ b/upcloud/request/load_balancer.go
@@ -436,8 +436,9 @@ func (r *GetLoadBalancerFrontendRuleRequest) RequestURL() string {
 
 // LoadBalancerFrontendRule represents frontend rule payload
 type LoadBalancerFrontendRule struct {
-	Name     string `json:"name"`
-	Priority int    `json:"priority"`
+	Name              string                                `json:"name"`
+	Priority          int                                   `json:"priority"`
+	MatchingCondition upcloud.LoadBalancerMatchingCondition `json:"matching_condition,omitempty"`
 
 	// Set of rule matchers.
 	// Use NewLoadBalancer<Type>Matcher helper functions to define matcher items.
@@ -481,8 +482,9 @@ func (r *ReplaceLoadBalancerFrontendRuleRequest) RequestURL() string {
 
 // ModifyLoadBalancerFrontendRule represents frontend rule modification payload
 type ModifyLoadBalancerFrontendRule struct {
-	Name     string `json:"name,omitempty"`
-	Priority *int   `json:"priority,omitempty"`
+	Name              string                                `json:"name,omitempty"`
+	Priority          *int                                  `json:"priority,omitempty"`
+	MatchingCondition upcloud.LoadBalancerMatchingCondition `json:"matching_condition,omitempty"`
 }
 
 // ModifyLoadBalancerFrontendRuleRequest represents a request to modify frontend rule
diff --git a/upcloud/request/load_balancer_test.go b/upcloud/request/load_balancer_test.go
index 65af30d5..18fbb262 100644
--- a/upcloud/request/load_balancer_test.go
+++ b/upcloud/request/load_balancer_test.go
@@ -864,6 +864,7 @@ func TestCreateLoadBalancerFrontendRuleRequest(t *testing.T) {
 	{
 		"name": "example-rule-1",
 		"priority": 100,
+		"matching_condition": "or",
 		"matchers": [
 			{
 				"type": "path",
@@ -887,8 +888,9 @@ func TestCreateLoadBalancerFrontendRuleRequest(t *testing.T) {
 		ServiceUUID:  "sid",
 		FrontendName: "fename",
 		Rule: LoadBalancerFrontendRule{
-			Name:     "example-rule-1",
-			Priority: 100,
+			Name:              "example-rule-1",
+			Priority:          100,
+			MatchingCondition: upcloud.LoadBalancerMatchingConditionOr,
 			Matchers: []upcloud.LoadBalancerMatcher{{
 				Type: upcloud.LoadBalancerMatcherTypePath,
 				Path: &upcloud.LoadBalancerMatcherString{