As of now, Nexstar is requesting to keep the two (WXIN/WTTV) together, as they're taking advantage of Pai's change of allowing certain top-4 combos on a case-by-case basis. Pai's FCC has already approved a top-4 duo in Hawaii from Gray-Raycom at the end of last year. And since it's an already-formed duopoly (just like the Hawaii duo), I don't think there would be an issue on the FCC side to get the greenlight.
It's getting through Makan Delrahim and the DOJ's Antitrust Unit that's going to be the one to watch. Shockingly enough, during Sinclair-Tribune, Indianapolis was NOT one of the ten TV markets it had to divest by the DOJ. Again, since WXIN/WTTV & WISH/WNDY are already-formed (and it's proposed to stay that way post-transaction), I don't see anything Makan would do outside of ordering Nexstar to divest one of the duopolies. It isn't like Nexstar is proposing to keep both of the duopolies. So far I haven't see Makan order a group to break an already-formed top-4 duo. Otherwise, he would've told Gray to break it up in Hawaii (and he didn't even touch that market).
Anyway, expect the advocacy groups to complain over the spin-offs (despite it being completely clean deals with no attached JSA/SSAs). And I wouldn't be surprise if those parties complain over Nexstar's buyback option of WPIX.
Anywho, here's the full write-up from the FCC regarding the spin-offs. And along with that comes a new comment period.
For those who want to file a petition of deny, you'll have until May 27 to file.
For oppositions of the deny petitions, you'll have until June 11 to file.
And for replies, those are due June 18.