diff --git a/CHANGELOG.md b/CHANGELOG.md
index 0ff82c71b..d1b19bbaf 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,6 +1,8 @@
 Unreleased
 ----------
 
+* Add the `login_callback_url` config to allow overwriting that route as well, and mount the engine routes based on the configurations. [#1445](https://github.com/Shopify/shopify_app/pull/1445)
+
 19.0.2 (April 27, 2022)
 ----------
 
@@ -27,7 +29,7 @@ BREAKING, please see migration notes.
 18.1.0 (Jan 28, 2022)
 ----------
 * Support Rails 7 [#1354](https://github.com/Shopify/shopify_app/pull/1354)
-* Fix webhooks handling in Ruby 3 [#1342](https://github.com/Shopify/shopify_app/pull/1342) 
+* Fix webhooks handling in Ruby 3 [#1342](https://github.com/Shopify/shopify_app/pull/1342)
 * Update to Ruby 3 and drop support to Ruby 2.5 [#1359](https://github.com/Shopify/shopify_app/pull/1359)
 
 18.0.4 (Jan 27, 2022)
@@ -51,7 +53,7 @@ BREAKING, please see migration notes.
 
 18.0.0 (May 3, 2021)
 ----------
-* Support OmniAuth 2.x 
+* Support OmniAuth 2.x
   * If your app has custom OmniAuth configuration, please refer to the [OmniAuth 2.0 upgrade guide](https://github.com/omniauth/omniauth/wiki/Upgrading-to-2.0).
 * Support App Bridge version 2.x in the Embedded App layout. [#1241](https://github.com/Shopify/shopify_app/pull/1241)
 
@@ -81,7 +83,7 @@ BREAKING, please see migration notes.
 
 17.0.4 (January 25, 2021)
 ----------
-* Redirect user to login page if shopify domain is not found in the `EnsureAuthenticatedLinks` concern [#1158](https://github.com/Shopify/shopify_app/pull/1158) 
+* Redirect user to login page if shopify domain is not found in the `EnsureAuthenticatedLinks` concern [#1158](https://github.com/Shopify/shopify_app/pull/1158)
 
 17.0.3 (January 22, 2021)
 ----------
diff --git a/app/controllers/shopify_app/sessions_controller.rb b/app/controllers/shopify_app/sessions_controller.rb
index eb6d61551..cfd54f467 100644
--- a/app/controllers/shopify_app/sessions_controller.rb
+++ b/app/controllers/shopify_app/sessions_controller.rb
@@ -44,9 +44,11 @@ def authenticate
     end
 
     def start_oauth
+      callback_url = ShopifyApp.configuration.login_callback_url.gsub(%r{^/}, "")
+
       auth_attributes = ShopifyAPI::Auth::Oauth.begin_auth(
         shop: sanitized_shop_name,
-        redirect_path: "/auth/shopify/callback",
+        redirect_path: "/#{callback_url}",
         is_online: user_session_expected?
       )
       cookies.encrypted[auth_attributes[:cookie].name] = {
diff --git a/config/routes.rb b/config/routes.rb
index 2d84072d5..899888d57 100644
--- a/config/routes.rb
+++ b/config/routes.rb
@@ -1,14 +1,28 @@
 # frozen_string_literal: true
 
 ShopifyApp::Engine.routes.draw do
+  login_url = ShopifyApp.configuration.login_url.gsub(/^#{ShopifyApp.configuration.root_url}/, "")
+  login_callback_url = ShopifyApp.configuration.login_callback_url.gsub(/^#{ShopifyApp.configuration.root_url}/, "")
+
   controller :sessions do
-    get "login" => :new, :as => :login
-    post "login" => :create, :as => :authenticate
+    get login_url => :new, :as => :login
+    post login_url => :create, :as => :authenticate
     get "logout" => :destroy, :as => :logout
+
+    # Kept to prevent apps relying on these routes from breaking
+    if login_url.gsub(%r{^/}, "") != "login"
+      get "login" => :new, :as => :default_login
+      post "login" => :create, :as => :default_authenticate
+    end
   end
 
   controller :callback do
-    get "auth/shopify/callback" => :callback
+    get login_callback_url => :callback
+
+    # Kept to prevent apps relying on these routes from breaking
+    if login_callback_url.gsub(%r{^/}, "") != "auth/shopify/callback"
+      get "auth/shopify/callback" => :default_callback
+    end
   end
 
   namespace :webhooks do
diff --git a/lib/shopify_app/configuration.rb b/lib/shopify_app/configuration.rb
index 1a6f735d8..a8e983eda 100644
--- a/lib/shopify_app/configuration.rb
+++ b/lib/shopify_app/configuration.rb
@@ -24,6 +24,7 @@ class Configuration
     # customise urls
     attr_accessor :root_url
     attr_writer :login_url
+    attr_writer :login_callback_url
 
     # customise ActiveJob queue names
     attr_accessor :scripttags_manager_queue_name
@@ -50,6 +51,11 @@ def login_url
       @login_url || File.join(@root_url, "login")
     end
 
+    def login_callback_url
+      # Not including @root_url to keep historic behaviour
+      @login_callback_url || File.join("auth/shopify/callback")
+    end
+
     def user_session_repository=(klass)
       ShopifyApp::SessionRepository.user_storage = klass
     end
diff --git a/test/routes/callback_routes_test.rb b/test/routes/callback_routes_test.rb
index b6747b3d4..b3b199431 100644
--- a/test/routes/callback_routes_test.rb
+++ b/test/routes/callback_routes_test.rb
@@ -9,7 +9,33 @@ class CallbackRoutesTest < ActionController::TestCase
     ShopifyApp.configuration = nil
   end
 
+  teardown do
+    ShopifyApp.configuration = nil
+  end
+
   test "auth_shopify_callback routes to callback#callback" do
     assert_routing "/auth/shopify/callback", controller: "shopify_app/callback", action: "callback"
   end
+
+  test "callback route doesn't change with custom root URL because it is in an engine" do
+    ShopifyApp.configuration.root_url = "/new-root"
+    Rails.application.reload_routes!
+
+    assert_routing "/auth/shopify/callback", controller: "shopify_app/callback", action: "callback"
+  end
+
+  test "callback route changes with custom callback URL" do
+    ShopifyApp.configuration.login_callback_url = "/other-callback"
+    Rails.application.reload_routes!
+
+    assert_routing "/other-callback", controller: "shopify_app/callback", action: "callback"
+  end
+
+  test "callback route strips out root URL if both are set since it runs in an engine" do
+    ShopifyApp.configuration.root_url = "/new-root"
+    ShopifyApp.configuration.login_callback_url = "/new-root/other-callback"
+    Rails.application.reload_routes!
+
+    assert_routing "/other-callback", controller: "shopify_app/callback", action: "callback"
+  end
 end
diff --git a/test/routes/sessions_routes_test.rb b/test/routes/sessions_routes_test.rb
index 176ff3581..414535b67 100644
--- a/test/routes/sessions_routes_test.rb
+++ b/test/routes/sessions_routes_test.rb
@@ -9,6 +9,10 @@ class SessionsRoutesTest < ActionController::TestCase
     ShopifyApp.configuration = nil
   end
 
+  teardown do
+    ShopifyApp.configuration = nil
+  end
+
   test "login routes to sessions#new" do
     assert_routing "/login", { controller: "shopify_app/sessions", action: "new" }
   end
@@ -20,4 +24,29 @@ class SessionsRoutesTest < ActionController::TestCase
   test "logout routes to sessions#destroy" do
     assert_routing "/logout", { controller: "shopify_app/sessions", action: "destroy" }
   end
+
+  test "login route doesn't change with custom root URL because it is in an engine" do
+    ShopifyApp.configuration.root_url = "/new-root"
+    Rails.application.reload_routes!
+
+    assert_routing "/login", { controller: "shopify_app/sessions", action: "new" }
+    assert_routing({ method: "post", path: "/login" }, { controller: "shopify_app/sessions", action: "create" })
+  end
+
+  test "login route changes with custom login URL" do
+    ShopifyApp.configuration.login_url = "/other-login"
+    Rails.application.reload_routes!
+
+    assert_routing "/other-login", { controller: "shopify_app/sessions", action: "new" }
+    assert_routing({ method: "post", path: "/other-login" }, { controller: "shopify_app/sessions", action: "create" })
+  end
+
+  test "login route strips out root URL if both are set since it runs in an engine" do
+    ShopifyApp.configuration.root_url = "/new-root"
+    ShopifyApp.configuration.login_url = "/new-root/other-login"
+    Rails.application.reload_routes!
+
+    assert_routing "/other-login", { controller: "shopify_app/sessions", action: "new" }
+    assert_routing({ method: "post", path: "/other-login" }, { controller: "shopify_app/sessions", action: "create" })
+  end
 end