diff --git a/lib/rules/max-len.js b/lib/rules/max-len.js
index 70e4ae867f66..45b02f351178 100644
--- a/lib/rules/max-len.js
+++ b/lib/rules/max-len.js
@@ -315,6 +315,13 @@ module.exports = {
                         textToMeasure = line;
                     } else if (ignoreTrailingComments && isTrailingComment(line, lineNumber, comment)) {
                         textToMeasure = stripTrailingComment(line, comment);
+
+                        // ignore multiple trailing comments in the same line
+                        let lastIndex = commentsIndex;
+
+                        while (isTrailingComment(textToMeasure, lineNumber, comments[--lastIndex])) {
+                            textToMeasure = stripTrailingComment(textToMeasure, comments[lastIndex]);
+                        }
                     } else {
                         textToMeasure = line;
                     }
diff --git a/tests/lib/rules/max-len.js b/tests/lib/rules/max-len.js
index 6b95e45c147c..99822ccaef07 100644
--- a/tests/lib/rules/max-len.js
+++ b/tests/lib/rules/max-len.js
@@ -51,6 +51,9 @@ ruleTester.run("max-len", rule, {
         }, {
             code: "// really long comment on its own line sitting here",
             options: [40, 4, { ignoreComments: true }]
+        }, {
+            code: "var foo = module.exports = {}; /* inline some other comments */ //more",
+            options: [40, 4, { ignoreComments: true }]
         },
         "var /*inline-comment*/ i = 1;",
         {
@@ -87,6 +90,9 @@ ruleTester.run("max-len", rule, {
         }, {
             code: "var foo = module.exports = {}; // really long trailing comment",
             options: [40, 4, { ignoreTrailingComments: true }]
+        }, {
+            code: "var foo = module.exports = {}; /* inline some other comments */ //more",
+            options: [40, 4, { ignoreTrailingComments: true }]
         }, {
             code: "var foo = module.exports = {}; // really long trailing comment",
             options: [40, 4, { ignoreComments: true, ignoreTrailingComments: false }]