Key TakeawaysGather all necessary tax documents, such as W-2s and 1099s, before starting your late tax return. Understanding the Consequences of Late Tax FilingWhen you file your taxes late, it’s crucial to understand the potential consequences that can arise. You might wonder how many years back can I file taxes; typically, you can file for the past three years to claim a refund. Frequently Asked QuestionsWhat Is the Easiest Way to File Taxes Late? If you file your taxes after October 15th, you’ll face a Failure to File penalty of 5% per month on any unpaid taxes, capped at 25%.