I believe the 19 up Vintage came with large spools so this won't fit. You also need the black plastic sleeves over the aluminum spools. The chrome backrest is in excellent shape with no rust and no road rash and includes the oft missing tamper resistant screws for theft prevention. It is used so has a few very light scratch marks from normal use, hard to see in pics.
The desert tan studded pad looks new but I believe it may be an aftermarket, not OEM, since a few staples are showing when installed, see last pic. Sorry I don't have a luggage rack for this. Remember, this is a genuine Indian OEM backrest, see logo in cross bar. The item "Indian OEM chrome passenger sissy bar backrest pad Chief Classic Vintage Dark H" is in sale since Thursday, November 14, 2019.This item is in the category "eBay Motors\Parts & Accessories\Motorcycle Parts\Seats & Seat Parts\Backrests & Sissy Bars". The seller is "cyclefarm" and is located in Rutland, Iowa. This item can be shipped to United States, Canada, United Kingdom, Denmark, Romania, Slovakia, Bulgaria, Czech republic, Finland, Hungary, Latvia, Lithuania, Malta, Estonia, Australia, Greece, Portugal, Cyprus, Slovenia, Japan, China, Sweden, South Korea, Indonesia, Taiwan, South africa, Thailand, Belgium, France, Hong Kong, Ireland, Netherlands, Poland, Spain, Italy, Germany, Austria, Bahamas, Mexico, New Zealand, Philippines, Singapore, Switzerland, Norway, Saudi arabia, United arab emirates, Qatar, Kuwait, Croatia, Malaysia, Colombia, Antigua and barbuda, Aruba, Belize, Dominica, Grenada, Saint kitts and nevis, Saint lucia, Montserrat, Turks and caicos islands, Barbados, Bangladesh, Bermuda, Brunei darussalam, Bolivia, Egypt, French guiana, Guernsey, Gibraltar, Guadeloupe, Iceland, Jersey, Jordan, Cambodia, Cayman islands, Liechtenstein, Sri lanka, Luxembourg, Monaco, Macao, Martinique, Maldives, Nicaragua, Oman, Pakistan, Paraguay, Reunion, Uruguay, Russian federation.