After you go on a date with Janus, give Hugo a call once, then call Janus again. You should be given the option to skip to Halloween night and Janus' route continues.
Viewing post in Janus' Halloween event
Start of Day 3 (prior to Fury's fight): Tell Rufus that you have plans and Decline Hugo's offer
After the Fury fight, accept Dagio's dinner offer
You're mostly in the clear from this point, even saying that you didn't find love to the Wonderland Doors should be fine.
Shoot Dagio when prompted
Decline Hyper's date offer
That should be all. If there are any more issues, please let me know.
I tried a couple different variations of the path you suggested as well, with no luck.
- I tried following all the steps, but saying I both did AND didn't find love. (while sticking to the other choices as you initially stated)
- I tried both manually skipping over shooting Dagio (despite the text saying it needs a certain letter, ANY button press will do it) AND tried it where I would push whatever the random letter was that was indicated (again, while sticking to all the other choices you stated
Neither of these deviations to it helped either. I still can't get Dagio's Halloween event to trigger. I figured I'd pass that info a long though, in case it might be relevant.
Howlies awesomespice,
If you get Hugo's phone tutorial when the story jumps, you won't get Dagio's Halloween route.
These actions should lead you to the Dagio Halloween event
Start of Day 3 (prior to Fury's fight): Tell Rufus that you have plans and Decline Hugo's offer
After the Fury fight, accept Dagio's dinner offer
You're mostly in the clear from this point, even saying that you didn't find love to the Wonderland Doors should be fine.
Shoot Dagio when prompted
Decline Hyper's date offer
That should be all. If there are any more issues, please let me know.