It depends on its condition. If well-worn, it's only worth face value. Slight wear might make it more valuable, say $130 to $140. Crisp and uncirculated might bring $175 at retail.
It's actually not from New York. Like all bills at that time it was printed in Washington for distribution through the Federal Reserve Bank of New York. It carries the seal and letter of that branch of the Fed.
To clear things up, the bill wasn't made in Chicago. It was printed in Washington for distribution through the Chicago Federal Reserve District. Please see the question "What is the value of a 1934 A 10 dollar Federal Reserve Note?" for values and other information.
There were no series letters on any 1929 US bills. You may be referring instead to the Federal Reserve District letter; "G" indicates your bill was distributed by the Chicago district. There's more information at the question "What is the value of a 1929 US 100 dollar Federal Reserve Note?"
The "4-D" indicates you have an early Federal Reserve Note; those are the code number and letter for the Cleveland OH district. There's more information at the question "What is the value of a 1914 US 5 dollar Federal Reserve Note?".
"A" is the highest series letter for 1928 $50 Federal Reserve Notes. "K" is most likely the Federal Reserve District letter. The series letter, if any, on US bills is next to the date. Please see the question "What is the value of a 1928 US 50 dollar Federal Reserve Note?" for more information on values.
To explain, US bills aren't printed by each Federal Reserve Bank. They're all printed at a huge plant in Washington DC (and since 1991, a second facility in Fort Worth) operated by the Bureau of Engraving and Printing. Bills for each Federal Reserve district are shipped to that district's Federal Reserve bank which then distributes the notes to the commercial and retail banks it's responsible for. For prices and more information, please see the question "What is the value of a 1929 US 20 dollar Federal Reserve Note?"
There were no series letters on any 1929 US bills. You may be referring instead to the Federal Reserve District letter; "G" indicates your bill was distributed by the Chicago district. There's more information at the question "What is the value of a 1929 US 100 dollar Federal Reserve Note?"
Grover Cleveland appeared on two different $20 bills, both printed in the 1914 series. There's more information at the question "What is the value of a 1914 US 20 dollar Federal Reserve Note?" For clarity, the bill was actually printed in Washington and was distributed by the Richmond Federal Reserve district.
There were no series letters on any 1929-dated US bills. A large "G" indicates that the bill was distributed through the Chicago Federal Reserve District. There's more information at the question "What is the value of a 1929 US 5 dollar Federal Reserve Note?"
Regardless of the Federal Reserve District that distributed the bill, as of 09/2012 a 1928 $100 FRN retails for $125 to $180 depending on condition.
To clear things up, the bill wasn't made in Chicago. It was printed in Washington for distribution through the Chicago Federal Reserve District. Please see the question "What is the value of a 1934 A 10 dollar Federal Reserve Note?" for values and other information.
There were no series letters on any 1929 US bills. You may be referring instead to the Federal Reserve District letter; "G" indicates your bill was distributed by the Chicago district. There's more information at the question "What is the value of a 1929 US 100 dollar Federal Reserve Note?"
The "4-D" indicates you have an early Federal Reserve Note; those are the code number and letter for the Cleveland OH district. There's more information at the question "What is the value of a 1914 US 5 dollar Federal Reserve Note?".
"A" is the highest series letter for 1928 $50 Federal Reserve Notes. "K" is most likely the Federal Reserve District letter. The series letter, if any, on US bills is next to the date. Please see the question "What is the value of a 1928 US 50 dollar Federal Reserve Note?" for more information on values.
Your bill is actually called a Federal Reserve Note, like modern $20 bills, rather than "a bank note of Chicago". Chicago is simply the Federal Reserve District location that distributed the bill. Please see the question "What is the value of a 1928 US 20 dollar Federal Reserve Note?" for more information.
To explain, US bills aren't printed by each Federal Reserve Bank. They're all printed at a huge plant in Washington DC (and since 1991, a second facility in Fort Worth) operated by the Bureau of Engraving and Printing. Bills for each Federal Reserve district are shipped to that district's Federal Reserve bank which then distributes the notes to the commercial and retail banks it's responsible for. For prices and more information, please see the question "What is the value of a 1929 US 20 dollar Federal Reserve Note?"
It depends on what letter, if any, is next to the date. A 1928 C bill from the Cleveland* Federal Reserve District is quite valuable, with prices for a circulated bill in the $250 to $450 range as of 10/2011. Other letters are much more common; please see the Related Question for more. (*) To explain, there's no "Federal Reserve of Ohio". It's actually the Fourth Federal Reserve District which has its offices in Cleveland, so it's generally referred to as the Cleveland Federal Reserve District.
Face value only.