Watch crossover episodes of several series in-order

I’ve implemented a way to fix this, but it is definitely not perfect. If you edit the shows & change the Sort Order they will appear in the order of the sort in those lists. For the Arrowverse Shows I have always had them all sorted as DC01: Arrow, DC02: Flash, ,DC03: Constantine, DC04: Supergirl, etc. With these issues I’m currently readjusting it & looking at doing so by Weekdays So Arrow would turn into DC Wed7: Arrow, The only problem I see will be when shows changed the day of the week it airs on.
I’m using TV Tango to get the times from & Arrow was in the 7:00 time slot (8:00 but my time zone is always 7,8,9 not 8,9,10) & 10 can cause problems with some things sorting it by digit others by the full number, so 7,8,9 works best

For Yours you could have them in
One Chicago 7: Chicago Med
One Chicago 8: Chicago Fire
One Chicago 9: Chicago PD
Or if you want them to stay sorted by the word “Chicago” you could do
Chicago Wed7: Chicago Med
Chicago Wed8: Chicago Fire
Chicago Wed9: Chicago PD.

I personally prefer using the time slot number, but you could do it however you like, it’s a Sort Title, so it isn’t ever seen,
Chicago 1: Med
Chicago 2: Fire
Chicago 3: PD
also gets the job done.

The biggest negative to this is that it will change how they are sorted in your library as well as in the playlist.
But for me personally that’s preferable, like I wouldn’t organize by bookshelf with Harry Potter & The Chamber of Secrets then Deathly Hallows, then Goblet of Fire, Half Blood Prince & end with Philosopher’s Stone & Prisoner of Askaban because that’s alphabetical. But that’s me. Some might prefer that. I personally prefer having the shows listed in premier order, but I’m willing to have them sorted by air days if that makes it work properly

@russbgrant - Same thing can apply for Walking Dead: Talking Dead
@rcarteraz - This will also work for Atlantis if You Sort Order Stargate SG2: Atlantis &Stargate SG3: Universe

As I’m typing this I’ve been re-sorting my Arrowverse shows by Air Day & Time… Lots of problems, but I’ve already seen a few changes, adjusting to time 1st then day looks like it’s the best solution since the only time it matters is when they are on the same day. It makes the list order a mess, but it seems to be working, shows that air at 7:00 stay at 7:00 even if they change days
My previous sentence is a lie, they do change times… & change back… & then change again… As of now I have the shows in this format, going by the time that was 1st consistent for 3 episodes, p7-3Wed so p for PM, a for AM, time slot, then Number of day 1Mon, 2Tue, 3Wed, 4Thu, 5Fri, 7Sun. So Arrow’s Sort Title is: DC p8-3Wed: Arrow, The Flash is: DC p8-2Tue: Flash, Supergirl, the most inconsitent one traveling across many days & back & forth in time slots seems to work best if it’s as early as possible because it’s always earlier in the crossovers that I’ve checked.
What I have that seems to have them all in the right order:

  • DC p7-1Mon: Supergirl
  • DC p7-2Tue: Flash
  • DC p7-2Tue: Stargirl
  • DC p7-2Tue: Swamp Thing
  • DC p7-4Thu: Legends of Tomorrow
  • DC p7-7Sun: Batwoman
  • DC p7.5-4Thu: Powerless
  • DC p8-2Tue: Black Lightning
  • DC p8-2Tue: Naomi
  • DC p8-2Tue: Superman & Lois
  • DC p8-3Wed: Arrow
  • DC p9-3Wed: Krypton
  • DC p9-5Fri: Constantine

I know some of those aren’t considered part of the Arrowverse & some are considered part of a different universe & others are considered not part of any, & I know I’m missing a couple but I don’t think they are available & I’m not buying each episode & I don’t know how exactly to add them since they come out streaming all at once so your nice show flipping gets a huge chunk of the same show, all at once, but it’s the best workaround we got.