Can you bypass NHL tv blackouts with a VPN? Only thing I can think of other than going the illegal route.
What's funny about VPNs is that for services like Netflix or NHLtv, they explicitly say that bypassing blackouts via VPN aren't allowed, and it's a bannable offense. However, if you've seen an integrated YouTube ad in the past few years, they always mention getting around region locks for things like Netflix.
YouTube creators are given guidelines for things like length of ad, things to mention, etc. VPNs want that out there.
From the NHL tv zip code lookup page
Please note that this lookup is only offered as guidance and your location is determined by the IP address you are accessing the service from. Blackouts are enforced based on the location of your viewing and not your purchase, so if you are traveling blackouts will be enforced accordingly. For international customers, blackout restrictions may apply to games that appear on an NHL® partner network in your viewing area by the IP address from which you are accessing the service
A (paid) VPN should theoretically work. Free VPNs are laggy and/or tend to have malware though.