diff --git a/lib/options-manager.js b/lib/options-manager.js
index f9758ae5..11371986 100644
--- a/lib/options-manager.js
+++ b/lib/options-manager.js
@@ -5,6 +5,7 @@ const arrify = require('arrify');
 const mergeWith = require('lodash.mergewith');
 const multimatch = require('multimatch');
 const pathExists = require('path-exists');
+const findUp = require('find-up');
 const pkgConf = require('pkg-conf');
 const findCacheDir = require('find-cache-dir');
 const resolveFrom = require('resolve-from');
@@ -243,8 +244,30 @@ const buildConfig = options => {
 		Object.assign(config.rules, options.rules);
 	}
 
-	if (options.settings) {
-		config.baseConfig.settings = options.settings;
+	config.baseConfig.settings = Object.assign({}, options.settings);
+	let importResolver = config.baseConfig.settings['import/resolver'] || {};
+
+	// Convert import/resolver: 'x' => import/resolver: {x: {}}
+	if (typeof importResolver === 'string') {
+		const resolverName = importResolver;
+		importResolver = {};
+		importResolver[resolverName] = {};
+	}
+
+	if (options.webpack) {
+		importResolver.webpack = options.webpack === true ? {} : options.webpack;
+	} else if (!importResolver.webpack) {
+		// If a webpack config file exists, add the import resolver automatically
+		const webpackConfigPath = findUp.sync('webpack.config.js', {cwd: options.cwd});
+		if (webpackConfigPath) {
+			importResolver.webpack = {config: webpackConfigPath};
+		}
+	}
+
+	if (Object.keys(importResolver).length > 0) {
+		config.baseConfig.settings['import/resolver'] = importResolver;
+	} else {
+		delete config.baseConfig.settings['import/resolver'];
 	}
 
 	if (options.parser) {
diff --git a/package.json b/package.json
index 13f09fe2..77c81622 100644
--- a/package.json
+++ b/package.json
@@ -55,6 +55,7 @@
 		"eslint-config-prettier": "^3.3.0",
 		"eslint-config-xo": "^0.26.0",
 		"eslint-formatter-pretty": "^2.0.0",
+		"eslint-import-resolver-webpack": "^0.11.0",
 		"eslint-plugin-ava": "^5.1.0",
 		"eslint-plugin-eslint-comments": "^3.0.1",
 		"eslint-plugin-import": "^2.14.0",
@@ -64,6 +65,7 @@
 		"eslint-plugin-promise": "^4.0.0",
 		"eslint-plugin-unicorn": "^7.0.0",
 		"find-cache-dir": "^2.0.0",
+		"find-up": "^3.0.0",
 		"get-stdin": "^6.0.0",
 		"globby": "^9.0.0",
 		"has-flag": "^3.0.0",
diff --git a/readme.md b/readme.md
index 25e37078..3d42733b 100644
--- a/readme.md
+++ b/readme.md
@@ -266,6 +266,13 @@ Enforce ES2015+ rules. Disabling this will make it not *enforce* ES2015+ syntax
 
 *ES2015+ is parsed even without this option. You can already use ES2017 features like [`async`/`await`](https://github.com/lukehoban/ecmascript-asyncawait).
 
+### webpack
+
+Type: `boolean`, `Object`
+
+Enable the ESLint webpack import resolver plugin. Value can be an `Object` with plugin configuration.
+
+See [eslint-import-resolver-webpack](https://www.npmjs.com/package/eslint-import-resolver-webpack)
 
 ## TypeScript and Flow
 
diff --git a/test/options-manager.js b/test/options-manager.js
index 9f8f512d..afde2685 100644
--- a/test/options-manager.js
+++ b/test/options-manager.js
@@ -342,11 +342,23 @@ test('buildConfig: parser', t => {
 });
 
 test('buildConfig: settings', t => {
-	const settings = {'import/resolver': 'webpack'};
+	const settings = {'import/resolver': {webpack: {}}};
 	const config = manager.buildConfig({settings});
 	t.deepEqual(config.baseConfig.settings, settings);
 });
 
+test('buildConfig: finds webpack config file', t => {
+	const cwd = path.resolve('fixtures', 'webpack-config');
+	const config = manager.buildConfig({cwd});
+	const expected = {webpack: {config: path.resolve(cwd, 'webpack.config.js')}};
+	t.deepEqual(config.baseConfig.settings['import/resolver'], expected);
+});
+
+test('buildConfig: webpack option sets resolver', t => {
+	const config = manager.buildConfig({webpack: true, settings: {'import/resolver': 'node'}});
+	t.deepEqual(config.baseConfig.settings['import/resolver'], {webpack: {}, node: {}});
+});
+
 test('buildConfig: extends', t => {
 	const config = manager.buildConfig({extends: [
 		'plugin:foo/bar',