diff --git a/packages/webpack-cli/lib/utils/cli-flags.js b/packages/webpack-cli/lib/utils/cli-flags.js
index b523de83e93..6a0c9ce10a9 100644
--- a/packages/webpack-cli/lib/utils/cli-flags.js
+++ b/packages/webpack-cli/lib/utils/cli-flags.js
@@ -89,7 +89,7 @@ const builtInFlags = [
     // For configs
     {
         name: 'config',
-        usage: '--config <path to webpack configuration file>',
+        usage: '--config <path-to-config> | --config <path-to-config> --config <path-to-config>',
         alias: 'c',
         type: String,
         multiple: true,
@@ -98,7 +98,7 @@ const builtInFlags = [
     },
     {
         name: 'config-name',
-        usage: '--config-name <name of config>',
+        usage: '--config-name <name-of-config> | --config-name <name-of-config> --config-name <name-of-config>',
         type: String,
         multiple: true,
         description: 'Name of the configuration to use',
@@ -114,7 +114,7 @@ const builtInFlags = [
     // Complex configs
     {
         name: 'env',
-        usage: '--env',
+        usage: '--env <variable> | --env <variable> --env <variable=value>',
         type: String,
         multipleType: true,
         description: 'Environment passed to the configuration when it is a function',
@@ -189,7 +189,7 @@ const builtInFlags = [
     // For webpack@4
     {
         name: 'entry',
-        usage: '--entry <path to entry file> | --entry <path> --entry <path>',
+        usage: '--entry <path-to-entry-file> | --entry <path> --entry <path>',
         type: String,
         multiple: true,
         description: 'The entry point(s) of your application e.g. ./src/main.js',
@@ -197,7 +197,7 @@ const builtInFlags = [
     },
     {
         name: 'output-path',
-        usage: '--output-path <path to output directory>',
+        usage: '--output-path <path-to-output-directory>',
         alias: 'o',
         type: String,
         description: 'Output location of the file generated by webpack e.g. ./dist/',
@@ -205,7 +205,7 @@ const builtInFlags = [
     },
     {
         name: 'target',
-        usage: '--target <value>',
+        usage: '--target <value> | --target <value> --target <value>',
         alias: 't',
         type: String,
         multiple: cli !== undefined,