diff --git a/src/ruby.ts b/src/ruby.ts
index 85146f2c3..70d49fdab 100644
--- a/src/ruby.ts
+++ b/src/ruby.ts
@@ -15,7 +15,7 @@ export function activate(context: ExtensionContext) {
 	// register language config
 	vscode.languages.setLanguageConfiguration('ruby', {
 		indentationRules: {
-			increaseIndentPattern: /^\s*((begin|class|((private|protected)\s+)?def|else|elsif|ensure|for|if|module|rescue|unless|until|when|while)|(.*\sdo\b))\b[^\{;]*$/,
+			increaseIndentPattern: /^\s*((begin|class|((private|protected)\s+)?def|else|elsif|ensure|for|if|module|rescue|unless|until|when|while|case)|([^#]*\sdo\b)|([^#]*=\s*(case|if|unless)))\b([^#\{;]|("|'|\/).*\4)*(#.*)?$/,
 			decreaseIndentPattern: /^\s*([}\]]([,)]?\s*(#|$)|\.[a-zA-Z_]\w*\b)|(end|rescue|ensure|else|elsif)\b)/
 		},
 		wordPattern: /(-?\d+(?:\.\d+))|(:?[A-Za-z][^-`~@#%^&()=+[{}|;:'",<>/.*\]\s\\!?]*[!?]?)/