diff --git a/cli/server.go b/cli/server.go
index 170afea8f984a..4fa36c42a211e 100644
--- a/cli/server.go
+++ b/cli/server.go
@@ -87,6 +87,7 @@ func server() *cobra.Command {
 		oauth2GithubAllowedOrganizations []string
 		oauth2GithubAllowedTeams         []string
 		oauth2GithubAllowSignups         bool
+		oauth2GithubEnterpriseBaseURL    string
 		oidcAllowSignups                 bool
 		oidcClientID                     string
 		oidcClientSecret                 string
@@ -286,7 +287,7 @@ func server() *cobra.Command {
 			}
 
 			if oauth2GithubClientSecret != "" {
-				options.GithubOAuth2Config, err = configureGithubOAuth2(accessURLParsed, oauth2GithubClientID, oauth2GithubClientSecret, oauth2GithubAllowSignups, oauth2GithubAllowedOrganizations, oauth2GithubAllowedTeams)
+				options.GithubOAuth2Config, err = configureGithubOAuth2(accessURLParsed, oauth2GithubClientID, oauth2GithubClientSecret, oauth2GithubAllowSignups, oauth2GithubAllowedOrganizations, oauth2GithubAllowedTeams, oauth2GithubEnterpriseBaseURL)
 				if err != nil {
 					return xerrors.Errorf("configure github oauth2: %w", err)
 				}
@@ -689,6 +690,8 @@ func server() *cobra.Command {
 		"Specifies teams inside organizations the user must be a member of to authenticate with GitHub. Formatted as: <organization-name>/<team-slug>.")
 	cliflag.BoolVarP(root.Flags(), &oauth2GithubAllowSignups, "oauth2-github-allow-signups", "", "CODER_OAUTH2_GITHUB_ALLOW_SIGNUPS", false,
 		"Specifies whether new users can sign up with GitHub.")
+	cliflag.StringVarP(root.Flags(), &oauth2GithubEnterpriseBaseURL, "oauth2-github-enterprise-base-url", "", "CODER_OAUTH2_GITHUB_ENTERPRISE_BASE_URL", "",
+		"Specifies the base URL of a GitHub Enterprise instance to use for oauth2.")
 	cliflag.BoolVarP(root.Flags(), &oidcAllowSignups, "oidc-allow-signups", "", "CODER_OIDC_ALLOW_SIGNUPS", true,
 		"Specifies whether new users can sign up with OIDC.")
 	cliflag.StringVarP(root.Flags(), &oidcClientID, "oidc-client-id", "", "CODER_OIDC_CLIENT_ID", "",
@@ -966,7 +969,7 @@ func configureTLS(listener net.Listener, tlsMinVersion, tlsClientAuth, tlsCertFi
 	return tls.NewListener(listener, tlsConfig), nil
 }
 
-func configureGithubOAuth2(accessURL *url.URL, clientID, clientSecret string, allowSignups bool, allowOrgs []string, rawTeams []string) (*coderd.GithubOAuth2Config, error) {
+func configureGithubOAuth2(accessURL *url.URL, clientID, clientSecret string, allowSignups bool, allowOrgs []string, rawTeams []string, enterpriseBaseURL string) (*coderd.GithubOAuth2Config, error) {
 	redirectURL, err := accessURL.Parse("/api/v2/users/oauth2/github/callback")
 	if err != nil {
 		return nil, xerrors.Errorf("parse github oauth callback url: %w", err)
@@ -982,11 +985,38 @@ func configureGithubOAuth2(accessURL *url.URL, clientID, clientSecret string, al
 			Slug:         parts[1],
 		})
 	}
+	createClient := func(client *http.Client) (*github.Client, error) {
+		if enterpriseBaseURL != "" {
+			return github.NewEnterpriseClient(enterpriseBaseURL, "", client)
+		}
+		return github.NewClient(client), nil
+	}
+
+	endpoint := xgithub.Endpoint
+	if enterpriseBaseURL != "" {
+		enterpriseURL, err := url.Parse(enterpriseBaseURL)
+		if err != nil {
+			return nil, xerrors.Errorf("parse enterprise base url: %w", err)
+		}
+		authURL, err := enterpriseURL.Parse("/login/oauth/authorize")
+		if err != nil {
+			return nil, xerrors.Errorf("parse enterprise auth url: %w", err)
+		}
+		tokenURL, err := enterpriseURL.Parse("/login/oauth/access_token")
+		if err != nil {
+			return nil, xerrors.Errorf("parse enterprise token url: %w", err)
+		}
+		endpoint = oauth2.Endpoint{
+			AuthURL:  authURL.String(),
+			TokenURL: tokenURL.String(),
+		}
+	}
+
 	return &coderd.GithubOAuth2Config{
 		OAuth2Config: &oauth2.Config{
 			ClientID:     clientID,
 			ClientSecret: clientSecret,
-			Endpoint:     xgithub.Endpoint,
+			Endpoint:     endpoint,
 			RedirectURL:  redirectURL.String(),
 			Scopes: []string{
 				"read:user",
@@ -998,15 +1028,27 @@ func configureGithubOAuth2(accessURL *url.URL, clientID, clientSecret string, al
 		AllowOrganizations: allowOrgs,
 		AllowTeams:         allowTeams,
 		AuthenticatedUser: func(ctx context.Context, client *http.Client) (*github.User, error) {
-			user, _, err := github.NewClient(client).Users.Get(ctx, "")
+			api, err := createClient(client)
+			if err != nil {
+				return nil, err
+			}
+			user, _, err := api.Users.Get(ctx, "")
 			return user, err
 		},
 		ListEmails: func(ctx context.Context, client *http.Client) ([]*github.UserEmail, error) {
-			emails, _, err := github.NewClient(client).Users.ListEmails(ctx, &github.ListOptions{})
+			api, err := createClient(client)
+			if err != nil {
+				return nil, err
+			}
+			emails, _, err := api.Users.ListEmails(ctx, &github.ListOptions{})
 			return emails, err
 		},
 		ListOrganizationMemberships: func(ctx context.Context, client *http.Client) ([]*github.Membership, error) {
-			memberships, _, err := github.NewClient(client).Organizations.ListOrgMemberships(ctx, &github.ListOrgMembershipsOptions{
+			api, err := createClient(client)
+			if err != nil {
+				return nil, err
+			}
+			memberships, _, err := api.Organizations.ListOrgMemberships(ctx, &github.ListOrgMembershipsOptions{
 				State: "active",
 				ListOptions: github.ListOptions{
 					PerPage: 100,
@@ -1015,7 +1057,11 @@ func configureGithubOAuth2(accessURL *url.URL, clientID, clientSecret string, al
 			return memberships, err
 		},
 		TeamMembership: func(ctx context.Context, client *http.Client, org, teamSlug, username string) (*github.Membership, error) {
-			team, _, err := github.NewClient(client).Teams.GetTeamMembershipBySlug(ctx, org, teamSlug, username)
+			api, err := createClient(client)
+			if err != nil {
+				return nil, err
+			}
+			team, _, err := api.Teams.GetTeamMembershipBySlug(ctx, org, teamSlug, username)
 			return team, err
 		},
 	}, nil
diff --git a/cli/server_test.go b/cli/server_test.go
index 226f4a9f2eabb..97027c83f35ee 100644
--- a/cli/server_test.go
+++ b/cli/server_test.go
@@ -429,6 +429,39 @@ func TestServer(t *testing.T) {
 		cancelFunc()
 		<-serverErr
 	})
+	t.Run("GitHubOAuth", func(t *testing.T) {
+		t.Parallel()
+		ctx, cancelFunc := context.WithCancel(context.Background())
+		defer cancelFunc()
+
+		fakeRedirect := "https://fake-url.com"
+		root, cfg := clitest.New(t,
+			"server",
+			"--in-memory",
+			"--address", ":0",
+			"--oauth2-github-client-id", "fake",
+			"--oauth2-github-client-secret", "fake",
+			"--oauth2-github-enterprise-base-url", fakeRedirect,
+		)
+		serverErr := make(chan error, 1)
+		go func() {
+			serverErr <- root.ExecuteContext(ctx)
+		}()
+		accessURL := waitAccessURL(t, cfg)
+		client := codersdk.New(accessURL)
+		client.HTTPClient.CheckRedirect = func(req *http.Request, via []*http.Request) error {
+			return http.ErrUseLastResponse
+		}
+		githubURL, err := accessURL.Parse("/api/v2/users/oauth2/github")
+		require.NoError(t, err)
+		res, err := client.HTTPClient.Get(githubURL.String())
+		require.NoError(t, err)
+		fakeURL, err := res.Location()
+		require.NoError(t, err)
+		require.True(t, strings.HasPrefix(fakeURL.String(), fakeRedirect), fakeURL.String())
+		cancelFunc()
+		<-serverErr
+	})
 }
 
 func generateTLSCertificate(t testing.TB) (certPath, keyPath string) {
diff --git a/docs/install/auth.md b/docs/install/auth.md
index 76ed35b830b4a..bae7f1ed5f41d 100644
--- a/docs/install/auth.md
+++ b/docs/install/auth.md
@@ -25,6 +25,8 @@ server:
 coder server --oauth2-github-allow-signups=true --oauth2-github-allowed-orgs="your-org" --oauth2-github-client-id="8d1...e05" --oauth2-github-client-secret="57ebc9...02c24c"
 ```
 
+> For GitHub Enterprise support, specify the `--oauth2-github-enterprise-base-url` flag.
+
 Alternatively, if you are running Coder as a system service, you can achieve the
 same result as the command above by adding the following environment variables
 to the `/etc/coder.d/coder.env` file:

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