diff --git a/connector/ldap/ldap.go b/connector/ldap/ldap.go
index 543402718c..a009128cf6 100644
--- a/connector/ldap/ldap.go
+++ b/connector/ldap/ldap.go
@@ -9,6 +9,8 @@ import (
 	"fmt"
 	"net"
 	"os"
+	"strings"
+	"time"
 
 	"github.com/go-ldap/ldap/v3"
 
@@ -16,6 +18,11 @@ import (
 	"github.com/dexidp/dex/pkg/log"
 )
 
+const (
+	secureLdapPort = "636"
+	ldapPort       = "389"
+)
+
 // Config holds the configuration parameters for the LDAP connector. The LDAP
 // connectors require executing two queries, the first to find the user based on
 // the username and password given to the connector. The second to use the user
@@ -65,7 +72,8 @@ type UserMatcher struct {
 // Config holds configuration options for LDAP logins.
 type Config struct {
 	// The host and optional port of the LDAP server. If port isn't supplied, it will be
-	// guessed based on the TLS configuration. 389 or 636.
+	// guessed based on the TLS configuration. 389 or 636. Can be a comma-separated list
+	// of hosts that will be tried iteratively.
 	Host string `json:"host"`
 
 	// Required if LDAP host does not use TLS.
@@ -241,19 +249,8 @@ func (c *Config) openConnector(logger log.Logger) (*ldapConnector, error) {
 		}
 	}
 
-	var (
-		host string
-		err  error
-	)
-	if host, _, err = net.SplitHostPort(c.Host); err != nil {
-		host = c.Host
-		if c.InsecureNoSSL {
-			c.Host += ":389"
-		} else {
-			c.Host += ":636"
-		}
-	}
-
+	host, port := c.getHostPort()
+	c.Host = net.JoinHostPort(host, port)
 	tlsConfig := &tls.Config{ServerName: host, InsecureSkipVerify: c.InsecureSkipVerify}
 	if c.RootCA != "" || len(c.RootCAData) != 0 {
 		data := c.RootCAData
@@ -635,3 +632,33 @@ func (c *ldapConnector) groups(ctx context.Context, user ldap.Entry) ([]string,
 func (c *ldapConnector) Prompt() string {
 	return c.UsernamePrompt
 }
+
+// getHostPort splits the Host attribute on comma and tests each connection
+// if it fails, the next is set. The final host, port is returned if none succeed.
+// For single values of LDAP host, this functionality is the same as without
+// the commas
+func (c *Config) getHostPort() (host string, port string) {
+	for _, address := range strings.Split(c.Host, ",") {
+		if address == "" {
+			// If the user sets c.Host as "localhost,", the last value
+			// will be empty so return the value already in "host"
+			return host, port
+		}
+		var err error
+		host, port, err = net.SplitHostPort(address)
+		if err != nil {
+			host = address
+			port = secureLdapPort
+			if c.InsecureNoSSL {
+				port = ldapPort
+			}
+		}
+
+		conn, _ := net.DialTimeout("tcp", net.JoinHostPort(host, port), time.Second)
+		if conn != nil {
+			conn.Close()
+			break
+		}
+	}
+	return host, port
+}
diff --git a/connector/ldap/ldap_test.go b/connector/ldap/ldap_test.go
index 83f9f4790c..b107f16b9e 100644
--- a/connector/ldap/ldap_test.go
+++ b/connector/ldap/ldap_test.go
@@ -4,6 +4,7 @@ import (
 	"context"
 	"fmt"
 	"io"
+	"net"
 	"os"
 	"testing"
 
@@ -538,17 +539,17 @@ func runTests(t *testing.T, connMethod connectionMethod, config *Config, tests [
 	// group search configuration.
 	switch connMethod {
 	case connectStartTLS:
-		c.Host = fmt.Sprintf("%s:%s", ldapHost, getenv("DEX_LDAP_PORT", "389"))
+		c.Host = net.JoinHostPort(ldapHost, getenv("DEX_LDAP_PORT", ldapPort))
 		c.RootCA = "testdata/certs/ca.crt"
 		c.StartTLS = true
 	case connectLDAPS:
-		c.Host = fmt.Sprintf("%s:%s", ldapHost, getenv("DEX_LDAP_TLS_PORT", "636"))
+		c.Host = net.JoinHostPort(ldapHost, getenv("DEX_LDAP_TLS_PORT", secureLdapPort))
 		c.RootCA = "testdata/certs/ca.crt"
 	case connectInsecureSkipVerify:
-		c.Host = fmt.Sprintf("%s:%s", ldapHost, getenv("DEX_LDAP_TLS_PORT", "636"))
+		c.Host = net.JoinHostPort(ldapHost, getenv("DEX_LDAP_TLS_PORT", secureLdapPort))
 		c.InsecureSkipVerify = true
 	case connectLDAP:
-		c.Host = fmt.Sprintf("%s:%s", ldapHost, getenv("DEX_LDAP_PORT", "389"))
+		c.Host = net.JoinHostPort(ldapHost, getenv("DEX_LDAP_PORT", ldapPort))
 		c.InsecureNoSSL = true
 	}
 
@@ -614,3 +615,67 @@ func runTests(t *testing.T, connMethod connectionMethod, config *Config, tests [
 		})
 	}
 }
+
+type ghpTestCase struct {
+	name         string
+	host         string
+	insecure     bool
+	expectedHost string
+	expectedPort string
+}
+
+func Test_getHostPort(t *testing.T) {
+	ldapHost := os.Getenv("DEX_LDAP_HOST")
+	if ldapHost == "" {
+		t.Skipf(`test environment variable "DEX_LDAP_HOST" not set, skipping`)
+	}
+
+	offlineLdapHost := os.Getenv("DEX_OFFLINE_LDAP_HOST")
+	if offlineLdapHost == "" {
+		t.Skipf(`test environment variable "DEX_OFFLINE_LDAP_HOST" not set, skipping`)
+	}
+	tests := []ghpTestCase{
+		{
+			name:         "single without port",
+			host:         ldapHost,
+			insecure:     false,
+			expectedHost: "localhost",
+			expectedPort: secureLdapPort,
+		},
+		{
+			name:         "multiple without port",
+			host:         fmt.Sprintf("%s,%s", offlineLdapHost, ldapHost),
+			insecure:     true,
+			expectedHost: ldapHost,
+			expectedPort: ldapPort,
+		},
+		{
+			name:         "multiple with port",
+			host:         fmt.Sprintf("%s:%s,%s:%s", offlineLdapHost, ldapPort, ldapHost, ldapPort),
+			insecure:     true,
+			expectedHost: ldapHost,
+			expectedPort: ldapPort,
+		},
+		{
+			name:         "single with trailing comma",
+			host:         ldapHost + ",",
+			insecure:     false,
+			expectedHost: ldapHost,
+			expectedPort: secureLdapPort,
+		},
+		{
+			name:         "single with non-standard port",
+			host:         ldapHost + ":1389",
+			insecure:     false,
+			expectedHost: ldapHost,
+			expectedPort: "1389",
+		},
+	}
+	for _, tc := range tests {
+		c := &Config{Host: tc.host, InsecureNoSSL: tc.insecure}
+		actualHost, actualPort := c.getHostPort()
+		if actualHost != tc.expectedHost || actualPort != tc.expectedPort {
+			t.Errorf("[%s] expected host:port to be %s:%s but was %s:%s", tc.name, tc.expectedHost, tc.expectedPort, actualHost, actualPort)
+		}
+	}
+}