The only other thread I found that mentioned this problem was already marked "solved" even though this particular issue hadn't been acknowledged. So, new thread.
For now, the songs seem to play offline, even if some of the individual tracks don't indicate they're available offline. By this, I mean it's hit or miss. And today it's "hit." But yesterday it was "miss." I have tried logging out and back in, and have done a clean install of the Spotify app, neither of which fixed the issue.
On the Spotify iOS app (and even the Mac desktop), when the "available offline" toggle is clicked, the UI does not appear to respond at all. Some songs will display the "available offline" green arrow immediately after the toggle is switched (possibly because I have that specific track already available offline through a different, operating-as-expected offline playlist), but the rest of the tracks remain the same (no grey "waiting to be synced" indicator either). I'm now able to put the phone in airplane mode (or Spotify in "offline mode"), and these tracks (which don't have the green arrow indicator) still play. A few days ago, every playlist I had selected to be availble offline wasn't able to play at all, and an error message with "track list unavailable" would show up instead. The lack of consistency, in regards to labeling tracks that are available offline, has been present since the June 2nd update to the iOS app. I'm not sure how long the issue has been present in the desktop app (would guess approx. 2 months); it's so unbearably slow that I tend to not even bother with it.
A more detailed description, using numbered steps
1. toggle playlist to "available offline"
2. no activity within the UI
3. playlists show they're available offline** even if the tracks themselves don't show the green arrow
**Under your music > playlists, these playlists (screencapped below) display the green "available offline" arrow, however only some of the tracks within the playlist display the same. Sometimes these tracks will play offline, sometimes they won't.
What I expected to happen
Clarity, responsiveness, and consistency. The same I'd expect from any other UI.
What actually happens
Having to guess if my playlists are actually available offline.
My iPad/iPhone model
iPhone 5C 16GB (7.2 GB currently available) / Macbook 13 inch, mid 2010
Device’s Operating System
7.0.6 iOS / 10.9.2 OSX
Is your device jailbroken?
Yes, but this is an issue with Spotify on desktop as well. And it's an issue completely localized to the Spotify UI, which I am 99.9% certain my jailbreak doesn't interfere with. I would say 100%, but I hate putting my foot in my mouth, so...
Approximately how many playlists do you have?
Less than 30 playlists. Currently two playlists are selected for offline use (17 tracks total, and only 5 tracks are "flagged" as being available offline).
My mobile Spotify version
My desktop Spotify version (if applicable)
My provider and country
Won't this be listed right next to my post?
edit: or is the user ID # you're looking for here? 124207596
Do you have any screenshots you can attach to more clearly explain your issue?