In 1882, a $1,000 Large Size Gold Certificate was printed. This note was redeemable for $1,000 face value in US Gold coins. But this issue, also portraying a portrait of Alexander Hamilton, is extremely rare with 23 notes known and values between $200,000 and $1 Million. It also features a bright orange back depicting an eagle.

In 1907 and again in 1922, a similar note was printed. It also depicted Hamilton on the front and a copy of the Great Seal of the United States, again printed in bright orange color. APMEX offers a 1922 $1,000 Gold Certificate for sale for the reasonable price of $64,995.
An additional small size $1,000 bill that we need to cover here is the 1928 and 1934 small size $1,000 Gold Certificates. Owning one of these notes in 1928 to 1933 meant that you could take this note to any U.S. bank and exchange it for $1,000 worth of U.S. gold coins, at face value. Imagine going to the bank, handing in this bill and receiving 50 $20