The largest U.S. currency bill ever printed was the $100,000 bill, which featured a portrait of Woodrow Wilson. However, this bill was not available to the general public and was only used for transactions between Federal Reserve Banks.

The $100,000 bill was part of a series of high-denomination currency that was issued by the United States government from 1861 to 1969. These bills were primarily used for transactions between banks and were not intended for use by the general public. The other high-denomination bills in this series included the $500, $1,000, $5,000, and $10,000 bills.
The $100,000 bill was first issued in 1934, during the height of the Great Depression. At the time, there was a shortage of gold bullion, which was the basis for the U.S. currency system. To help stabilize the economy, the U.S. government printed a series of high-denomination bills that were backed by gold certificates.
Despite their high denominations, these bills were not used for everyday transactions. Instead, they were primarily used for interbank transactions, such as transferring large sums of money between banks. For example, if one bank owed another bank a large sum of money, they could use a high-denomination bill to settle the debt quickly and efficiently.
In addition to being rare, the $100,000 bill was also physically larger than other U.S. currency bills. It measured 7.4 inches by 3.125 inches and was almost twice as large as the standard $100 bill. The front of the bill featured a portrait of Woodrow Wilson, who was the President of the United States from 1913 to 1921. The back of the bill featured a picture of Independence Hall in Philadelphia.
Despite its rarity and historical significance, the $100,000 bill was discontinued in 1969. The decision to stop printing these bills was based on several factors, including the increased use of checks and other forms of electronic payment, as well as concerns about money laundering and other criminal activities.
Today, the $100,000 bill is considered a collector’s item and is highly sought after by currency enthusiasts and collectors. While it is technically legal to own a $100,000 bill, they are extremely rare and are mostly held by museums, banks, and private collectors.
In conclusion, the largest U.S. currency bill ever printed was the $100,000 bill, which was used for interbank transactions between Federal Reserve Banks. Despite its rarity and historical significance, the bill was discontinued in 1969 and is now considered a collector’s item.