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Good luck getting that to clear. Highest demand route in the world, and pricing is just too efficient these days. Even with $4k-6k round trips in this route
Using a regional upgrade certificate on that route just simply puts you at the top of the standby list. Upgrades for that route do not clear until day of the flight according to Delta’s website. At least they allow status upgrades and use of regional certificates now. It used to be only the global upgrade certificates were valid on JFK/LAX and JFK/SFO routes and no status upgrades
They clear minutes before you board. At least in my experience from DCA to LAX.
What is your medallion level?
Diamond
How far in advance can vary. Best approach is to call a delta rep periodically to see if the upgrade went through (they will clear upgrades and not tell you/email you). You have to be proactive with it!
Wouldn’t this show up in the App though?
May not go automatically through. Most likely day of. Day before if it’s a light load.