Chicago to mont tremblant tomorrow 1:36pm.
1) Just as a data point, my experience is that Jetdeals aren't all that reliable. They officially can cancel like 8 hours or so before the flight(maybe it's changed though) but I've been at the airport looking at the plane, and the pilot came and said, we now have paying pax, and Jetsmarter said it "mechanical" cancellation(and they aren't required to accommodate you). They also change the flight times in many instances, so all in all, very good value for free, but once you start putting money up(i.e booking return tickets), it can get pretty sticky. Just beware of this going in. That's not to say that sometimes things work seamlessly, but jetshuttles overall are a lot more reliable.
2) I can get 3 seats on most jetdeals, so please PM me if there are any interesting to/fr NY deals that the chevra is doing.