diff --git a/spec/compiler/parser/parser_spec.cr b/spec/compiler/parser/parser_spec.cr
index ef91531cd201..f0f3d375f9d2 100644
--- a/spec/compiler/parser/parser_spec.cr
+++ b/spec/compiler/parser/parser_spec.cr
@@ -927,6 +927,9 @@ module Crystal
 
     it_parses "macro foo\neenum\nend", Macro.new("foo", body: Expressions.from(["eenum\n".macro_literal] of ASTNode))
     it_parses "macro foo\n'\\''\nend", Macro.new("foo", body: Expressions.from(["'\\''\n".macro_literal] of ASTNode))
+    it_parses "macro foo\n'\\\\'\nend", Macro.new("foo", body: Expressions.from(["'\\\\'\n".macro_literal] of ASTNode))
+    it_parses %(macro foo\n"\\'"\nend), Macro.new("foo", body: Expressions.from([%("\\'"\n).macro_literal] of ASTNode))
+    it_parses %(macro foo\n"\\\\"\nend), Macro.new("foo", body: Expressions.from([%("\\\\"\n).macro_literal] of ASTNode))
 
     assert_syntax_error "macro foo; {% foo = 1 }; end"
     assert_syntax_error "macro def foo : String; 1; end"
diff --git a/src/compiler/crystal/syntax/lexer.cr b/src/compiler/crystal/syntax/lexer.cr
index 570a260e9806..708a58b63e30 100644
--- a/src/compiler/crystal/syntax/lexer.cr
+++ b/src/compiler/crystal/syntax/lexer.cr
@@ -2411,7 +2411,10 @@ module Crystal
         when '\\'
           char = next_char
           if delimiter_state
-            if char == delimiter_state.end
+            case char
+            when delimiter_state.end
+              char = next_char
+            when '\\'
               char = next_char
             end
             whitespace = false