The history of the $20 bill dates back to 1861 when the U.S. So, let’s dive in and discover the 20 bills worth money! A Brief History of 20 Dollar Bills As you will notice, most of these profitable twenty bucks are quite old that’s where the money lies when collecting paper currency. This guide lists the top most valuable twenty-dollar bills worth money. Of course, these are rare notes with features that set them apart from the ordinary $20 bill. That said, a few exceptions are highly profitable. In fact, most $20 bills are no more valuable than their face value, no matter how old they may be. Today’s 20-dollar notes are only worth their face value. Are you considering collecting $20 bills and wondering which ones are worth the money?