diff --git a/CHANGELOG.md b/CHANGELOG.md
index bd2b9348..727d7c2a 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -33,6 +33,7 @@
 - [#432](https://github.com/oauth2-proxy/oauth2-proxy/pull/432) Update ruby dependencies for documentation (@theobarberbany)
 - [#471](https://github.com/oauth2-proxy/oauth2-proxy/pull/471) Add logging in case of invalid redirects (@gargath)
 - [#462](https://github.com/oauth2-proxy/oauth2-proxy/pull/462) Allow HTML in banner message (@eritikass).
+- [#412](https://github.com/pusher/oauth2_proxy/pull/412) Allow multiple cookie domains to be specified (@edahlseng)
 - [#413](https://github.com/oauth2-proxy/oauth2-proxy/pull/413) Add -set-basic-auth param to set the Basic Authorization header for upstreams (@morarucostel).
 
 # v5.1.0
diff --git a/docs/configuration/configuration.md b/docs/configuration/configuration.md
index cb2db72c..0413adec 100644
--- a/docs/configuration/configuration.md
+++ b/docs/configuration/configuration.md
@@ -33,7 +33,7 @@ An example [oauth2-proxy.cfg]({{ site.gitweb }}/contrib/oauth2-proxy.cfg.example
 | `-client-secret` | string | the OAuth Client Secret | |
 | `-client-secret-file` | string | the file with OAuth Client Secret | |
 | `-config` | string | path to config file | |
-| `-cookie-domain` | string | an optional cookie domain to force cookies to (ie: `.yourcompany.com`) | |
+| `-cookie-domain` | string \| list | Optional cookie domains to force cookies to (ie: `.yourcompany.com`). The longest domain matching the request's host will be used (or the shortest cookie domain if there is no match). | |
 | `-cookie-expire` | duration | expire timeframe for cookie | 168h0m0s |
 | `-cookie-httponly` | bool | set HttpOnly cookie flag | true |
 | `-cookie-name` | string | the name of the cookie that the oauth_proxy creates | `"_oauth2_proxy"` |
diff --git a/main.go b/main.go
index bcd6bec5..2d1045eb 100644
--- a/main.go
+++ b/main.go
@@ -21,6 +21,7 @@ func main() {
 	logger.SetFlags(logger.Lshortfile)
 	flagSet := flag.NewFlagSet("oauth2-proxy", flag.ExitOnError)
 
+	cookieDomains := StringArray{}
 	emailDomains := StringArray{}
 	whitelistDomains := StringArray{}
 	upstreams := StringArray{}
@@ -87,7 +88,7 @@ func main() {
 
 	flagSet.String("cookie-name", "_oauth2_proxy", "the name of the cookie that the oauth_proxy creates")
 	flagSet.String("cookie-secret", "", "the seed string for secure cookies (optionally base64 encoded)")
-	flagSet.String("cookie-domain", "", "an optional cookie domain to force cookies to (ie: .yourcompany.com)*")
+	flagSet.Var(&cookieDomains, "cookie-domain", "Optional cookie domains to force cookies to (ie: `.yourcompany.com`). The longest domain matching the request's host will be used (or the shortest cookie domain if there is no match).")
 	flagSet.String("cookie-path", "/", "an optional cookie path to force cookies to (ie: /poc/)*")
 	flagSet.Duration("cookie-expire", time.Duration(168)*time.Hour, "expire timeframe for cookie")
 	flagSet.Duration("cookie-refresh", time.Duration(0), "refresh the cookie after this duration; 0 to disable")
diff --git a/oauthproxy.go b/oauthproxy.go
index dbe379a4..1d49b597 100644
--- a/oauthproxy.go
+++ b/oauthproxy.go
@@ -64,7 +64,7 @@ type OAuthProxy struct {
 	CookieSeed     string
 	CookieName     string
 	CSRFCookieName string
-	CookieDomain   string
+	CookieDomains  []string
 	CookiePath     string
 	CookieSecure   bool
 	CookieHTTPOnly bool
@@ -265,13 +265,13 @@ func NewOAuthProxy(opts *Options, validator func(string) bool) *OAuthProxy {
 		refresh = fmt.Sprintf("after %s", opts.CookieRefresh)
 	}
 
-	logger.Printf("Cookie settings: name:%s secure(https):%v httponly:%v expiry:%s domain:%s path:%s samesite:%s refresh:%s", opts.CookieName, opts.CookieSecure, opts.CookieHTTPOnly, opts.CookieExpire, opts.CookieDomain, opts.CookiePath, opts.CookieSameSite, refresh)
+	logger.Printf("Cookie settings: name:%s secure(https):%v httponly:%v expiry:%s domains:%s path:%s samesite:%s refresh:%s", opts.CookieName, opts.CookieSecure, opts.CookieHTTPOnly, opts.CookieExpire, strings.Join(opts.CookieDomains, ","), opts.CookiePath, opts.CookieSameSite, refresh)
 
 	return &OAuthProxy{
 		CookieName:     opts.CookieName,
 		CSRFCookieName: fmt.Sprintf("%v_%v", opts.CookieName, "csrf"),
 		CookieSeed:     opts.CookieSecret,
-		CookieDomain:   opts.CookieDomain,
+		CookieDomains:  opts.CookieDomains,
 		CookiePath:     opts.CookiePath,
 		CookieSecure:   opts.CookieSecure,
 		CookieHTTPOnly: opts.CookieHTTPOnly,
@@ -377,13 +377,15 @@ func (p *OAuthProxy) MakeCSRFCookie(req *http.Request, value string, expiration
 }
 
 func (p *OAuthProxy) makeCookie(req *http.Request, name string, value string, expiration time.Duration, now time.Time) *http.Cookie {
-	if p.CookieDomain != "" {
-		domain := req.Host
+	cookieDomain := cookies.GetCookieDomain(req, p.CookieDomains)
+
+	if cookieDomain != "" {
+		domain := cookies.GetRequestHost(req)
 		if h, _, err := net.SplitHostPort(domain); err == nil {
 			domain = h
 		}
-		if !strings.HasSuffix(domain, p.CookieDomain) {
-			logger.Printf("Warning: request host is %q but using configured cookie domain of %q", domain, p.CookieDomain)
+		if !strings.HasSuffix(domain, cookieDomain) {
+			logger.Printf("Warning: request host is %q but using configured cookie domain of %q", domain, cookieDomain)
 		}
 	}
 
@@ -391,7 +393,7 @@ func (p *OAuthProxy) makeCookie(req *http.Request, name string, value string, ex
 		Name:     name,
 		Value:    value,
 		Path:     p.CookiePath,
-		Domain:   p.CookieDomain,
+		Domain:   cookieDomain,
 		HttpOnly: p.CookieHTTPOnly,
 		Secure:   p.CookieSecure,
 		Expires:  now.Add(expiration),
diff --git a/oauthproxy_test.go b/oauthproxy_test.go
index 86cfc90a..87668f10 100644
--- a/oauthproxy_test.go
+++ b/oauthproxy_test.go
@@ -1405,10 +1405,10 @@ func TestAjaxForbiddendRequest(t *testing.T) {
 func TestClearSplitCookie(t *testing.T) {
 	opts := NewOptions()
 	opts.CookieName = "oauth2"
-	opts.CookieDomain = "abc"
+	opts.CookieDomains = []string{"abc"}
 	store, err := cookie.NewCookieSessionStore(&opts.SessionOptions, &opts.CookieOptions)
 	assert.Equal(t, err, nil)
-	p := OAuthProxy{CookieName: opts.CookieName, CookieDomain: opts.CookieDomain, sessionStore: store}
+	p := OAuthProxy{CookieName: opts.CookieName, CookieDomains: opts.CookieDomains, sessionStore: store}
 	var rw = httptest.NewRecorder()
 	req := httptest.NewRequest("get", "/", nil)
 
@@ -1434,10 +1434,10 @@ func TestClearSplitCookie(t *testing.T) {
 func TestClearSingleCookie(t *testing.T) {
 	opts := NewOptions()
 	opts.CookieName = "oauth2"
-	opts.CookieDomain = "abc"
+	opts.CookieDomains = []string{"abc"}
 	store, err := cookie.NewCookieSessionStore(&opts.SessionOptions, &opts.CookieOptions)
 	assert.Equal(t, err, nil)
-	p := OAuthProxy{CookieName: opts.CookieName, CookieDomain: opts.CookieDomain, sessionStore: store}
+	p := OAuthProxy{CookieName: opts.CookieName, CookieDomains: opts.CookieDomains, sessionStore: store}
 	var rw = httptest.NewRecorder()
 	req := httptest.NewRequest("get", "/", nil)
 
@@ -1530,7 +1530,7 @@ func TestGetJwtSession(t *testing.T) {
 }
 
 func TestFindJwtBearerToken(t *testing.T) {
-	p := OAuthProxy{CookieName: "oauth2", CookieDomain: "abc"}
+	p := OAuthProxy{CookieName: "oauth2", CookieDomains: []string{"abc"}}
 	getReq := &http.Request{URL: &url.URL{Scheme: "http", Host: "example.com"}}
 
 	validToken := "eyJfoobar.eyJfoobar.12345asdf"
diff --git a/options.go b/options.go
index abfc6013..1a517b41 100644
--- a/options.go
+++ b/options.go
@@ -11,6 +11,7 @@ import (
 	"net/url"
 	"os"
 	"regexp"
+	"sort"
 	"strings"
 	"time"
 
@@ -402,6 +403,12 @@ func (o *Options) Validate() error {
 		msgs = append(msgs, fmt.Sprintf("cookie_samesite (%s) must be one of ['', 'lax', 'strict', 'none']", o.CookieSameSite))
 	}
 
+	// Sort cookie domains by length, so that we try longer (and more specific)
+	// domains first
+	sort.Slice(o.CookieDomains, func(i, j int) bool {
+		return len(o.CookieDomains[i]) > len(o.CookieDomains[j])
+	})
+
 	msgs = parseSignatureKey(o, msgs)
 	msgs = validateCookieName(o, msgs)
 	msgs = setupLogger(o, msgs)
diff --git a/pkg/apis/options/cookie.go b/pkg/apis/options/cookie.go
index dcb6c75a..4d267731 100644
--- a/pkg/apis/options/cookie.go
+++ b/pkg/apis/options/cookie.go
@@ -6,7 +6,7 @@ import "time"
 type CookieOptions struct {
 	CookieName     string        `flag:"cookie-name" cfg:"cookie_name" env:"OAUTH2_PROXY_COOKIE_NAME"`
 	CookieSecret   string        `flag:"cookie-secret" cfg:"cookie_secret" env:"OAUTH2_PROXY_COOKIE_SECRET"`
-	CookieDomain   string        `flag:"cookie-domain" cfg:"cookie_domain" env:"OAUTH2_PROXY_COOKIE_DOMAIN"`
+	CookieDomains  []string      `flag:"cookie-domain" cfg:"cookie_domain" env:"OAUTH2_PROXY_COOKIE_DOMAIN"`
 	CookiePath     string        `flag:"cookie-path" cfg:"cookie_path" env:"OAUTH2_PROXY_COOKIE_PATH"`
 	CookieExpire   time.Duration `flag:"cookie-expire" cfg:"cookie_expire" env:"OAUTH2_PROXY_COOKIE_EXPIRE"`
 	CookieRefresh  time.Duration `flag:"cookie-refresh" cfg:"cookie_refresh" env:"OAUTH2_PROXY_COOKIE_REFRESH"`
diff --git a/pkg/cookies/cookies.go b/pkg/cookies/cookies.go
index c4dd1675..7e31464e 100644
--- a/pkg/cookies/cookies.go
+++ b/pkg/cookies/cookies.go
@@ -39,7 +39,39 @@ func MakeCookie(req *http.Request, name string, value string, path string, domai
 // MakeCookieFromOptions constructs a cookie based on the given *options.CookieOptions,
 // value and creation time
 func MakeCookieFromOptions(req *http.Request, name string, value string, opts *options.CookieOptions, expiration time.Duration, now time.Time) *http.Cookie {
-	return MakeCookie(req, name, value, opts.CookiePath, opts.CookieDomain, opts.CookieHTTPOnly, opts.CookieSecure, expiration, now, ParseSameSite(opts.CookieSameSite))
+	domain := GetCookieDomain(req, opts.CookieDomains)
+
+	if domain != "" {
+		return MakeCookie(req, name, value, opts.CookiePath, domain, opts.CookieHTTPOnly, opts.CookieSecure, expiration, now, ParseSameSite(opts.CookieSameSite))
+	}
+	// If nothing matches, create the cookie with the shortest domain
+	logger.Printf("Warning: request host %q did not match any of the specific cookie domains of %q", GetRequestHost(req), strings.Join(opts.CookieDomains, ","))
+	defaultDomain := ""
+	if len(opts.CookieDomains) > 0 {
+		defaultDomain = opts.CookieDomains[len(opts.CookieDomains)-1]
+	}
+	return MakeCookie(req, name, value, opts.CookiePath, defaultDomain, opts.CookieHTTPOnly, opts.CookieSecure, expiration, now, ParseSameSite(opts.CookieSameSite))
+}
+
+// GetCookieDomain returns the correct cookie domain given a list of domains
+// by checking the X-Fowarded-Host and host header of an an http request
+func GetCookieDomain(req *http.Request, cookieDomains []string) string {
+	host := GetRequestHost(req)
+	for _, domain := range cookieDomains {
+		if strings.HasSuffix(host, domain) {
+			return domain
+		}
+	}
+	return ""
+}
+
+// GetRequestHost return the request host header or X-Forwarded-Host if present
+func GetRequestHost(req *http.Request) string {
+	host := req.Header.Get("X-Forwarded-Host")
+	if host == "" {
+		host = req.Host
+	}
+	return host
 }
 
 // Parse a valid http.SameSite value from a user supplied string for use of making cookies.
diff --git a/pkg/sessions/session_store_test.go b/pkg/sessions/session_store_test.go
index 0e4d62dd..14707a2c 100644
--- a/pkg/sessions/session_store_test.go
+++ b/pkg/sessions/session_store_test.go
@@ -63,7 +63,11 @@ var _ = Describe("NewSessionStore", func() {
 
 			It("have the correct domain set", func() {
 				for _, cookie := range cookies {
-					Expect(cookie.Domain).To(Equal(cookieOpts.CookieDomain))
+					specifiedDomain := ""
+					if len(cookieOpts.CookieDomains) > 0 {
+						specifiedDomain = cookieOpts.CookieDomains[0]
+					}
+					Expect(cookie.Domain).To(Equal(specifiedDomain))
 				}
 			})
 
@@ -343,7 +347,7 @@ var _ = Describe("NewSessionStore", func() {
 					CookieRefresh:  time.Duration(2) * time.Hour,
 					CookieSecure:   false,
 					CookieHTTPOnly: false,
-					CookieDomain:   "example.com",
+					CookieDomains:  []string{"example.com"},
 					CookieSameSite: "strict",
 				}