Find someone with IT experience to get your solution going if you don't follow mine, but mine is simple. It would probably have worked on Windows 10 as well, but my Windows 10 desktop does not have an EIDE connector so I was forced to acquire the adapter spoken of.
This page has a lot of drivers for the USB Zip drives, and I tried one of them on a Windows 98 Second Edition retrobox and it worked with the ATAPI Zip 250 connected directly to the motherboard's EIDE connector (no adapter required). No software 'should' be required as the PCI-to-EIDE adapter will operate the ATAPI Zip drive from the auspices of its own SCSI driver. Once you get that hooked up in Windows you will have access to your drive and Zip disks without any additional software. These drivers may also work for the SCSI version of the drive.
This floppy came with the printer port variant of the ZIP drive. I got mine locally from a local used computer parts dealer: This floppy came with model Z100P2 and has been tested with Microsoft DOS, Windows 3.11, 95 and 98SE. Purchase an ATAPI Zip 250 drive from a junk peddler on eBay. Purchase a PCI (or PCIe)-to-EIDE adapter for desktop computers. I also learned from this forum that there are no driver updates beyond Windows XP. Just plugging in the USB cable activates the drive. I was able to just plug in my Iomega 250 Zip Drive and download my date. However I am currently playing this unit and find it rather nostalgic. Formatting the cartage will be an issue as it has when Microsoft updated Windows NT and Windows 3.11. Please note we are carefully scanning all the content on our website for viruses and trojans. Windows 7 supports the USB to SCSI cable and you may be able to find one on EBay. Download driver This page contains drivers for used on NEC - FZ110A, for Iomega Atapi Zip-100 manufactured by Iomega. Worlds most popular driver download site. I did learn through a forum that driver software is not required for the USB supported Zip Drives. With the factory format intact the drive will work. Iomega Zip 100 Parallel Port Free Driver Download for Windows 7, 2008, Vista, 2003, XP, 2000. I would advise anyone against subscribing to Driver Navigator. I will have to go to PayPal and get them to arbitrate. I have told them why I do not wish to continue use of their software and they keep trying to get me to keep it. Driver Navigator is continuing to try to get me to keep the software and is not wanting to refund my money, even though they state a 60 day 100 percent refund if not satisfied. Driver Navigator refunded my money immediately, without question. After subscribing to Driver Navigator and Driver Update, I learned this was not true. It gave the appearance that they could provide Iomega Zip Drive support. I went to the referenced address and found several companies offering help with downloading drivers.