The 1899 five dollar bill is another iconic note, nicknamed the Chief. This design reminds one of the old west and pairs well with the 1901 Legal Tender $10.00. which is graced by a majestic Bison. The 1899 five dollar bill isn't rare in low to average grades but uncirculated examples aren't common. Coming in eleven signature combinations the 1899 five dollar bill had a long run in production. The signature combinations are mostly common enough except for Napier Thompson. That signature pair is worth a premium if you have it. The 1899 $5.00 bill would sometimes have a star next to the serial number. If you have such a note then please give me a call for value. They are always in high demand. A generic non star note will run from $250.00 to $6000 in Gem Condition. Contact me if you have a note and want value information for it.