Windy's TEs are kind of a bitch, honestly.
SE designed each zone so that 2 of the 5 TEs are surrounded by T/VT monsters, with one of them being dramatically messier to kill than the other. This is designed to discourage solo players, and explains why there is a 3-tier proc system. Solo players were intended to get 3/5 TEs. Duo players were intended to get 4/5 TEs. 5/5 TEs was for a full party.
In Windy, TE-5 is the worst. There are something like 5 T/VT Yagudo guarding it, all un-fun jobs. You aren't supposed to be able to get it without Sleepga, basically, and even if you use Sleepga you're pretty much doomed to wipe somewhere overwhelmed by repops.
TE-4 is the second-worst, guarded by two T/VT summoner yagudo the last time I went. I've heard that stuff from above the ledge can link down to it, but it didn't happen when I killed it.
TE-3 is easy, guarded by a single EP Yagudo.
TE-2 is the same
TE-1 is probably the hardest of the "easy" ones, but there's still only one or two EP Yagudo you really have to worry about.